diff --git a/erpnext/stock/doctype/repost_item_valuation/repost_item_valuation.py b/erpnext/stock/doctype/repost_item_valuation/repost_item_valuation.py
index 4878de8..31fc2ca 100644
--- a/erpnext/stock/doctype/repost_item_valuation/repost_item_valuation.py
+++ b/erpnext/stock/doctype/repost_item_valuation/repost_item_valuation.py
@@ -314,7 +314,7 @@
 	if file_name := frappe.db.get_value(
 		"File", {"attached_to_name": docname, "attached_to_doctype": "Repost Item Valuation"}, "name"
 	):
-		frappe.delete_doc("File", file_name)
+		frappe.delete_doc("File", file_name, delete_permanently=True)
 
 
 def repost_sl_entries(doc):
diff --git a/erpnext/stock/doctype/repost_item_valuation/test_repost_item_valuation.py b/erpnext/stock/doctype/repost_item_valuation/test_repost_item_valuation.py
index 5b76e44..f96a612 100644
--- a/erpnext/stock/doctype/repost_item_valuation/test_repost_item_valuation.py
+++ b/erpnext/stock/doctype/repost_item_valuation/test_repost_item_valuation.py
@@ -420,3 +420,38 @@
 
 		self.assertRaises(frappe.ValidationError, riv.save)
 		doc.cancel()
+
+	def test_remove_attached_file(self):
+		item_code = make_item("_Test Remove Attached File Item", properties={"is_stock_item": 1})
+
+		make_purchase_receipt(
+			item_code=item_code,
+			qty=1,
+			rate=100,
+		)
+
+		pr1 = make_purchase_receipt(
+			item_code=item_code,
+			qty=1,
+			rate=100,
+			posting_date=add_days(today(), days=-1),
+		)
+
+		if docname := frappe.db.exists("Repost Item Valuation", {"voucher_no": pr1.name}):
+			self.assertFalse(
+				frappe.db.get_value(
+					"File",
+					{"attached_to_doctype": "Repost Item Valuation", "attached_to_name": docname},
+					"name",
+				)
+			)
+		else:
+			repost_entries = create_item_wise_repost_entries(pr1.doctype, pr1.name)
+			for entry in repost_entries:
+				self.assertFalse(
+					frappe.db.get_value(
+						"File",
+						{"attached_to_doctype": "Repost Item Valuation", "attached_to_name": entry.name},
+						"name",
+					)
+				)