fix(sidebar): keep the right-click context menu open over the collapsed chat flyout

apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/collapsed-sidebar-menu/collapsed-sidebar-menu.tsx

@@ -166,6 +166,22 @@ interface CollapsedWorkflowFlyoutItemProps {
   canRename?: boolean
 }
 
+/**
+ * Suppresses the Radix menu row's own pointer handlers, which focus the row on
+ * `pointermove` and hand focus back to the flyout content on `pointerleave`.
+ * A submenu closes on any focus that is not its trigger, so while this row's
+ * actions submenu is open those two handlers would close it the instant the
+ * cursor moved — the path a right-click takes, since it opens the submenu with
+ * the cursor still over the row rather than over the trigger. Radix composes
+ * consumer handlers ahead of its own and skips its own once the event is
+ * defaulted, so preventing default here holds focus still until the cursor
+ * reaches the submenu. Only applied to the row whose submenu is open: moving on
+ * to any other row still steals focus and closes it, as it should.
+ */
+const holdRowFocus = (e: React.PointerEvent) => {
+  if (e.pointerType === 'mouse') e.preventDefault()
+}
+
 const EDIT_ROW_CLASS = cn(
   chipVariants({ active: true, fullWidth: true }),
   'min-w-0 cursor-default select-none text-small'
@@ -340,6 +356,8 @@ export function CollapsedWorkflowFlyoutItem({
     <DropdownMenuItem
       asChild
       active={isCurrentRoute || actionsOpen}
+      onPointerMove={actionsOpen ? holdRowFocus : undefined}
+      onPointerLeave={actionsOpen ? holdRowFocus : undefined}
       action={
         hasActions ? (
           <DropdownMenuSub

apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/workflow-list/components/context-menu/context-menu.test.tsx

@@ -0,0 +1,139 @@
+/**
+ * @vitest-environment jsdom
+ *
+ * The sidebar context menu is opened by right-clicking a row, including rows that live
+ * inside another Radix menu — the collapsed sidebar's chat flyout. Radix menu rows focus
+ * themselves on `pointermove` and a menu refocuses its own content when the pointer leaves
+ * a row, so the first mouse movement after the right-click moves focus into the flyout.
+ * A non-modal Radix menu dismisses on focus-outside, which closed this menu before the
+ * cursor could reach it. These tests pin which dismissal paths survive: focus landing in a
+ * surrounding menu keeps it open, focus landing anywhere else and a press outside close it.
+ */
+import { act } from 'react'
+import { sleep } from '@sim/utils/helpers'
+import { createRoot, type Root } from 'react-dom/client'
+import { afterEach, describe, expect, it, vi } from 'vitest'
+import { ContextMenu } from '@/app/workspace/[workspaceId]/w/components/sidebar/components/workflow-list/components/context-menu/context-menu'
+
+let root: Root | null = null
+let container: HTMLDivElement | null = null
+let plainButton: HTMLButtonElement | null = null
+let surroundingMenuItem: HTMLDivElement | null = null
+
+/**
+ * Stands in for the collapsed sidebar's chat flyout: a Radix menu whose rows this menu
+ * is drawn on top of, and which steals focus back as soon as the pointer moves.
+ */
+function mountSurroundingMenu() {
+  const menu = document.createElement('div')
+  menu.setAttribute('role', 'menu')
+  const item = document.createElement('div')
+  item.setAttribute('role', 'menuitem')
+  item.tabIndex = -1
+  menu.appendChild(item)
+  document.body.appendChild(menu)
+  surroundingMenuItem = item
+}
+
+function renderMenu(onClose: () => void, onDelete: () => void = () => {}) {
+  ;(globalThis as { IS_REACT_ACT_ENVIRONMENT?: boolean }).IS_REACT_ACT_ENVIRONMENT = true
+  mountSurroundingMenu()
+  plainButton = document.createElement('button')
+  document.body.appendChild(plainButton)
+  container = document.createElement('div')
+  document.body.appendChild(container)
+  root = createRoot(container)
+  act(() =>
+    root?.render(
+      <ContextMenu
+        isOpen
+        position={{ x: 10, y: 10 }}
+        menuRef={{ current: null }}
+        onClose={onClose}
+        onDelete={onDelete}
+        showRename={false}
+        showDuplicate={false}
+      />
+    )
+  )
+}
+
+function contextMenuIsOpen() {
+  return Array.from(document.querySelectorAll('[role="menuitem"]')).some(
+    (item) => item.textContent === 'Delete'
+  )
+}
+
+function focusOutside(element: HTMLElement | null) {
+  act(() => {
+    element?.focus()
+    element?.dispatchEvent(new FocusEvent('focusin', { bubbles: true }))
+  })
+}
+
+afterEach(() => {
+  if (root) act(() => root?.unmount())
+  container?.remove()
+  plainButton?.remove()
+  surroundingMenuItem?.closest('[role="menu"]')?.remove()
+  root = null
+  container = null
+  plainButton = null
+  surroundingMenuItem = null
+})
+
+describe('sidebar context menu dismissal', () => {
+  it('stays open when a surrounding menu takes focus back', () => {
+    const onClose = vi.fn()
+    renderMenu(onClose)
+    expect(contextMenuIsOpen()).toBe(true)
+
+    focusOutside(surroundingMenuItem)
+
+    expect(onClose).not.toHaveBeenCalled()
+    expect(contextMenuIsOpen()).toBe(true)
+  })
+
+  it('still runs an item action after a surrounding menu took focus', () => {
+    const onClose = vi.fn()
+    const onDelete = vi.fn()
+    renderMenu(onClose, onDelete)
+
+    focusOutside(surroundingMenuItem)
+    act(() => {
+      const deleteItem = Array.from(document.querySelectorAll('[role="menuitem"]')).find(
+        (item) => item.textContent === 'Delete'
+      )
+      ;(deleteItem as HTMLElement | undefined)?.click()
+    })
+
+    expect(onDelete).toHaveBeenCalled()
+    expect(onClose).toHaveBeenCalled()
+  })
+
+  it('closes when focus leaves for an element outside any menu', () => {
+    const onClose = vi.fn()
+    renderMenu(onClose)
+
+    focusOutside(plainButton)
+
+    expect(onClose).toHaveBeenCalled()
+  })
+
+  it('closes on a pointer press outside it', async () => {
+    const onClose = vi.fn()
+    renderMenu(onClose)
+
+    await act(async () => {
+      await sleep(1)
+    })
+
+    await act(async () => {
+      plainButton?.dispatchEvent(new MouseEvent('pointerdown', { bubbles: true }))
+      plainButton?.dispatchEvent(new MouseEvent('click', { bubbles: true }))
+      await sleep(1)
+    })
+
+    expect(onClose).toHaveBeenCalled()
+  })
+})

apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components/workflow-list/components/context-menu/context-menu.tsx

@@ -103,6 +103,15 @@ interface ContextMenuProps {
 /**
  * Context menu component for workflow, folder, and workspace items.
  * Uses DropdownMenu for accessible, hover-expandable submenus.
+ *
+ * A non-modal Radix menu dismisses itself whenever focus lands outside it, and this
+ * menu is routinely opened on top of another Radix menu — the collapsed sidebar's
+ * chat flyout. Radix menu rows call `focus()` on `pointermove` and a menu refocuses
+ * its own content when the pointer leaves a row, so the first mouse movement after a
+ * right-click inside the flyout pulled focus back into the flyout and closed this
+ * menu before the cursor could reach it. `onFocusOutside` therefore ignores focus
+ * that lands in a surrounding menu; focus leaving to anything else (tabbing away)
+ * still dismisses, as do pointer-down outside, Escape, and selecting an item.
  */
 export function ContextMenu({
   isOpen,
@@ -200,6 +209,12 @@ export function ContextMenu({
         side='bottom'
         sideOffset={4}
         className='max-h-[var(--radix-dropdown-menu-content-available-height,400px)]'
+        onFocusOutside={(e) => {
+          const target = e.target
+          if (target instanceof Element && target.closest('[role="menu"]')) {
+            e.preventDefault()
+          }
+        }}
         onCloseAutoFocus={(e) => {
           e.preventDefault()
           const shouldFocusRenameInput = justSelectedRenameRef.current