fix(web): preserve uploads when previews fail (#1323)

web/src/lib/attachmentAdapter.test.ts

@@ -1,5 +1,67 @@
 import { afterEach, beforeEach, describe, expect, it, vi } from 'vitest'
 
+function stubUploadThenPreviewReadFailure(): void {
+    let readCount = 0
+
+    class FileReaderMock {
+        result: string | ArrayBuffer | null = null
+        onload: FileReader['onload'] = null
+        onerror: FileReader['onerror'] = null
+
+        readAsDataURL(): void {
+            readCount += 1
+            if (readCount === 1) {
+                this.result = 'data:image/png;base64,dXBsb2Fk'
+                this.onload?.call(this as unknown as FileReader, {} as ProgressEvent<FileReader>)
+                return
+            }
+            this.onerror?.call(this as unknown as FileReader, {} as ProgressEvent<FileReader>)
+        }
+    }
+
+    vi.stubGlobal('FileReader', FileReaderMock)
+}
+
+function stubUploadThenDeferredPreviewReadFailure(): {
+    previewStarted: Promise<void>
+    failPreview: () => void
+} {
+    let readCount = 0
+    let resolvePreviewStarted!: () => void
+    let failPreviewRead: (() => void) | undefined
+    const previewStarted = new Promise<void>((resolve) => {
+        resolvePreviewStarted = resolve
+    })
+
+    class FileReaderMock {
+        result: string | ArrayBuffer | null = null
+        onload: FileReader['onload'] = null
+        onerror: FileReader['onerror'] = null
+
+        readAsDataURL(): void {
+            readCount += 1
+            if (readCount === 1) {
+                this.result = 'data:image/png;base64,dXBsb2Fk'
+                this.onload?.call(this as unknown as FileReader, {} as ProgressEvent<FileReader>)
+                return
+            }
+            failPreviewRead = () => {
+                this.onerror?.call(this as unknown as FileReader, {} as ProgressEvent<FileReader>)
+            }
+            resolvePreviewStarted()
+        }
+    }
+
+    vi.stubGlobal('FileReader', FileReaderMock)
+    return {
+        previewStarted,
+        failPreview: () => {
+            if (!failPreviewRead) throw new Error('Preview read did not start')
+            failPreviewRead()
+        }
+    }
+}
+
 describe('attachmentAdapter', () => {
     beforeEach(() => {
         vi.stubGlobal('indexedDB', undefined)
@@ -46,4 +108,78 @@ describe('attachmentAdapter', () => {
             status: { type: 'requires-action', reason: 'composer-send' },
         })])
     })
+
+    it('keeps a successful upload ready when image preview generation fails', async () => {
+        stubUploadThenPreviewReadFailure()
+        const { createAttachmentAdapter } = await import('./attachmentAdapter')
+        const uploadFile = vi.fn().mockResolvedValue({ success: true, path: '/uploads/proof.png' })
+        const deleteUploadFile = vi.fn().mockResolvedValue({ success: true })
+        const adapter = createAttachmentAdapter({ uploadFile, deleteUploadFile } as never, 'session-1')
+        const file = new File(['proof'], 'proof.png', { type: 'image/png' })
+        const states: import('@assistant-ui/react').PendingAttachment[] = []
+
+        for await (const state of adapter.add({ file }) as AsyncGenerator<import('@assistant-ui/react').PendingAttachment>) {
+            states.push(state)
+        }
+
+        const ready = states.at(-1) as import('@assistant-ui/react').PendingAttachment & {
+            path?: string
+            previewUrl?: string
+        }
+        expect(uploadFile).toHaveBeenCalledTimes(1)
+        expect(uploadFile).toHaveBeenCalledWith('session-1', 'proof.png', 'dXBsb2Fk', 'image/png')
+        expect(ready).toMatchObject({
+            type: 'file',
+            name: 'proof.png',
+            status: { type: 'requires-action', reason: 'composer-send' },
+            path: '/uploads/proof.png',
+        })
+        expect(ready.id).toEqual(expect.any(String))
+        expect(ready.previewUrl).toBeUndefined()
+
+        const sent = await adapter.send(ready)
+        expect(JSON.parse((sent.content[0] as { text: string }).text)).toEqual({
+            __attachmentMetadata: {
+                id: ready.id,
+                filename: 'proof.png',
+                mimeType: 'image/png',
+                size: file.size,
+                path: '/uploads/proof.png',
+            },
+        })
+
+        await adapter.remove(ready)
+        expect(deleteUploadFile).toHaveBeenCalledWith('session-1', '/uploads/proof.png')
+    })
+
+    it('cleans up a successful upload when cancellation occurs during preview generation', async () => {
+        const preview = stubUploadThenDeferredPreviewReadFailure()
+        const { createAttachmentAdapter } = await import('./attachmentAdapter')
+        const uploadFile = vi.fn().mockResolvedValue({ success: true, path: '/uploads/proof.png' })
+        const deleteUploadFile = vi.fn().mockResolvedValue({ success: true })
+        const adapter = createAttachmentAdapter({ uploadFile, deleteUploadFile } as never, 'session-1')
+        const file = new File(['proof'], 'proof.png', { type: 'image/png' })
+        const iter = adapter.add({ file }) as AsyncGenerator<import('@assistant-ui/react').PendingAttachment>
+
+        const initial = await iter.next()
+        const uploading = await iter.next()
+        expect(uploading.value).toMatchObject({
+            status: { type: 'running', reason: 'uploading', progress: 50 },
+        })
+        expect((uploading.value as { path?: string }).path).toBeUndefined()
+
+        const completion = iter.next()
+        await preview.previewStarted
+        expect(uploadFile).toHaveBeenCalledTimes(1)
+        await adapter.remove(uploading.value)
+        preview.failPreview()
+
+        expect(await completion).toEqual({ done: true, value: undefined })
+        expect([initial.value, uploading.value]).toEqual([
+            expect.objectContaining({ status: { type: 'running', reason: 'uploading', progress: 0 } }),
+            expect.objectContaining({ status: { type: 'running', reason: 'uploading', progress: 50 } }),
+        ])
+        expect(deleteUploadFile).toHaveBeenCalledTimes(1)
+        expect(deleteUploadFile).toHaveBeenCalledWith('session-1', '/uploads/proof.png')
+    })
 })

web/src/lib/attachmentAdapter.ts

@@ -113,7 +113,16 @@ export function createAttachmentAdapter(api: ApiClient, sessionId: string): Atta
                 // Generate preview URL for images under 5MB
                 let previewUrl: string | undefined
                 if (isImageMimeType(contentType) && file.size <= MAX_PREVIEW_BYTES) {
-                    previewUrl = await fileToDataUrl(file)
+                    try {
+                        previewUrl = await fileToDataUrl(file)
+                    } catch {
+                        // Preview generation is optional after the upload has succeeded.
+                    }
+                }
+
+                if (cancelledAttachmentIds.has(id)) {
+                    await deleteUpload(result.path)
+                    return
                 }
 
                 yield {

web/src/lib/scratchlistAttachmentAdapter.test.ts

@@ -1,9 +1,75 @@
-import { describe, expect, it, vi } from 'vitest'
+import { afterEach, describe, expect, it, vi } from 'vitest'
 import {
     createScratchlistAttachmentAdapter,
     hubAttachmentFromRestoredDraft,
 } from './scratchlistAttachmentAdapter'
 
+function stubUploadThenPreviewReadFailure(): void {
+    let readCount = 0
+
+    class FileReaderMock {
+        result: string | ArrayBuffer | null = null
+        onload: FileReader['onload'] = null
+        onerror: FileReader['onerror'] = null
+
+        readAsDataURL(): void {
+            readCount += 1
+            if (readCount === 1) {
+                this.result = 'data:image/png;base64,dXBsb2Fk'
+                this.onload?.call(this as unknown as FileReader, {} as ProgressEvent<FileReader>)
+                return
+            }
+            this.onerror?.call(this as unknown as FileReader, {} as ProgressEvent<FileReader>)
+        }
+    }
+
+    vi.stubGlobal('FileReader', FileReaderMock)
+}
+
+function stubUploadThenDeferredPreviewReadFailure(): {
+    previewStarted: Promise<void>
+    failPreview: () => void
+} {
+    let readCount = 0
+    let resolvePreviewStarted!: () => void
+    let failPreviewRead: (() => void) | undefined
+    const previewStarted = new Promise<void>((resolve) => {
+        resolvePreviewStarted = resolve
+    })
+
+    class FileReaderMock {
+        result: string | ArrayBuffer | null = null
+        onload: FileReader['onload'] = null
+        onerror: FileReader['onerror'] = null
+
+        readAsDataURL(): void {
+            readCount += 1
+            if (readCount === 1) {
+                this.result = 'data:image/png;base64,dXBsb2Fk'
+                this.onload?.call(this as unknown as FileReader, {} as ProgressEvent<FileReader>)
+                return
+            }
+            failPreviewRead = () => {
+                this.onerror?.call(this as unknown as FileReader, {} as ProgressEvent<FileReader>)
+            }
+            resolvePreviewStarted()
+        }
+    }
+
+    vi.stubGlobal('FileReader', FileReaderMock)
+    return {
+        previewStarted,
+        failPreview: () => {
+            if (!failPreviewRead) throw new Error('Preview read did not start')
+            failPreviewRead()
+        }
+    }
+}
+
+afterEach(() => {
+    vi.unstubAllGlobals()
+})
+
 describe('hubAttachmentFromRestoredDraft', () => {
     it('reconstructs hub metadata from hapi-hub:scratchlist storage key', () => {
         const file = new File([new Uint8Array([1, 2, 3])], 'proof.png', { type: 'image/png' })
@@ -104,6 +170,95 @@ describe('createScratchlistAttachmentAdapter', () => {
         expect((ready as { path?: string }).path).toBe('/scratchlist/sessions/s1/proof.png')
     })
 
+    it('keeps a successful upload ready when image preview generation fails', async () => {
+        stubUploadThenPreviewReadFailure()
+        const attachment = {
+            id: 'hub-proof',
+            filename: 'proof.png',
+            mimeType: 'image/png',
+            size: 5,
+            path: 'hapi-hub:scratchlist/default/session-1/hub-proof-proof.png',
+        }
+        const uploadScratchlistAttachment = vi.fn().mockResolvedValue({ success: true, attachment })
+        const deleteScratchlistAttachment = vi.fn().mockResolvedValue(undefined)
+        const adapter = createScratchlistAttachmentAdapter(
+            { uploadScratchlistAttachment, deleteScratchlistAttachment } as never,
+            'session-1'
+        )
+        const file = new File(['proof'], 'proof.png', { type: 'image/png' })
+        const states: import('@assistant-ui/react').PendingAttachment[] = []
+
+        for await (const state of adapter.add({ file }) as AsyncGenerator<import('@assistant-ui/react').PendingAttachment>) {
+            states.push(state)
+        }
+
+        const ready = states.at(-1) as import('@assistant-ui/react').PendingAttachment & {
+            path?: string
+            hubAttachment?: typeof attachment
+            previewUrl?: string
+        }
+        expect(uploadScratchlistAttachment).toHaveBeenCalledTimes(1)
+        expect(uploadScratchlistAttachment).toHaveBeenCalledWith('session-1', 'proof.png', 'dXBsb2Fk', 'image/png')
+        expect(ready).toMatchObject({
+            type: 'file',
+            name: 'proof.png',
+            status: { type: 'requires-action', reason: 'composer-send' },
+            path: attachment.path,
+            hubAttachment: attachment,
+        })
+        expect(ready.id).toEqual(expect.any(String))
+        expect(ready.previewUrl).toBeUndefined()
+
+        const sent = await adapter.send(ready)
+        expect(JSON.parse((sent.content[0] as { text: string }).text)).toEqual({
+            __attachmentMetadata: attachment,
+        })
+
+        await adapter.remove(ready)
+        expect(deleteScratchlistAttachment).toHaveBeenCalledWith('session-1', attachment.id)
+    })
+
+    it('cleans up a successful hub upload when cancellation occurs during preview generation', async () => {
+        const preview = stubUploadThenDeferredPreviewReadFailure()
+        const attachment = {
+            id: 'hub-proof',
+            filename: 'proof.png',
+            mimeType: 'image/png',
+            size: 5,
+            path: 'hapi-hub:scratchlist/default/session-1/hub-proof-proof.png',
+        }
+        const uploadScratchlistAttachment = vi.fn().mockResolvedValue({ success: true, attachment })
+        const deleteScratchlistAttachment = vi.fn().mockResolvedValue(undefined)
+        const adapter = createScratchlistAttachmentAdapter(
+            { uploadScratchlistAttachment, deleteScratchlistAttachment } as never,
+            'session-1'
+        )
+        const file = new File(['proof'], 'proof.png', { type: 'image/png' })
+        const iter = adapter.add({ file }) as AsyncGenerator<import('@assistant-ui/react').PendingAttachment>
+
+        const initial = await iter.next()
+        const uploading = await iter.next()
+        expect(uploading.value).toMatchObject({
+            status: { type: 'running', reason: 'uploading', progress: 50 },
+        })
+        expect((uploading.value as { path?: string }).path).toBeUndefined()
+        expect((uploading.value as { hubAttachment?: unknown }).hubAttachment).toBeUndefined()
+
+        const completion = iter.next()
+        await preview.previewStarted
+        expect(uploadScratchlistAttachment).toHaveBeenCalledTimes(1)
+        await adapter.remove(uploading.value)
+        preview.failPreview()
+
+        expect(await completion).toEqual({ done: true, value: undefined })
+        expect([initial.value, uploading.value]).toEqual([
+            expect.objectContaining({ status: { type: 'running', reason: 'uploading', progress: 0 } }),
+            expect.objectContaining({ status: { type: 'running', reason: 'uploading', progress: 50 } }),
+        ])
+        expect(deleteScratchlistAttachment).toHaveBeenCalledTimes(1)
+        expect(deleteScratchlistAttachment).toHaveBeenCalledWith('session-1', attachment.id)
+    })
+
     it('deletes hub blob when cancel races the in-flight upload completion', async () => {
         let pendingId = ''
         let adapter: ReturnType<typeof createScratchlistAttachmentAdapter>

web/src/lib/scratchlistAttachmentAdapter.ts

@@ -127,7 +127,16 @@ export function createScratchlistAttachmentAdapter(api: ApiClient, sessionId: st
 
                 let previewUrl: string | undefined
                 if (isImageMimeType(contentType) && file.size <= MAX_PREVIEW_BYTES) {
-                    previewUrl = await fileToDataUrl(file)
+                    try {
+                        previewUrl = await fileToDataUrl(file)
+                    } catch {
+                        // Preview generation is optional after the upload has succeeded.
+                    }
+                }
+
+                if (cancelledAttachmentIds.has(id)) {
+                    await api.deleteScratchlistAttachment(sessionId, result.attachment.id).catch(() => {})
+                    return
                 }
 
                 yield {