diff --git a/tests/baselines/reference/numberAssignableToEnumInsideUnion.js b/tests/baselines/reference/numberAssignableToEnumInsideUnion.js
new file mode 100644
index 00000000000..584b395212d
--- /dev/null
+++ b/tests/baselines/reference/numberAssignableToEnumInsideUnion.js
@@ -0,0 +1,14 @@
+//// [numberAssignableToEnumInsideUnion.ts]
+enum E { A, B }
+let n: number;
+let z: E | boolean = n;
+
+
+//// [numberAssignableToEnumInsideUnion.js]
+var E;
+(function (E) {
+    E[E["A"] = 0] = "A";
+    E[E["B"] = 1] = "B";
+})(E || (E = {}));
+var n;
+var z = n;
diff --git a/tests/baselines/reference/numberAssignableToEnumInsideUnion.symbols b/tests/baselines/reference/numberAssignableToEnumInsideUnion.symbols
new file mode 100644
index 00000000000..4d815a99690
--- /dev/null
+++ b/tests/baselines/reference/numberAssignableToEnumInsideUnion.symbols
@@ -0,0 +1,14 @@
+=== tests/cases/compiler/numberAssignableToEnumInsideUnion.ts ===
+enum E { A, B }
+>E : Symbol(E, Decl(numberAssignableToEnumInsideUnion.ts, 0, 0))
+>A : Symbol(E.A, Decl(numberAssignableToEnumInsideUnion.ts, 0, 8))
+>B : Symbol(E.B, Decl(numberAssignableToEnumInsideUnion.ts, 0, 11))
+
+let n: number;
+>n : Symbol(n, Decl(numberAssignableToEnumInsideUnion.ts, 1, 3))
+
+let z: E | boolean = n;
+>z : Symbol(z, Decl(numberAssignableToEnumInsideUnion.ts, 2, 3))
+>E : Symbol(E, Decl(numberAssignableToEnumInsideUnion.ts, 0, 0))
+>n : Symbol(n, Decl(numberAssignableToEnumInsideUnion.ts, 1, 3))
+
diff --git a/tests/baselines/reference/numberAssignableToEnumInsideUnion.types b/tests/baselines/reference/numberAssignableToEnumInsideUnion.types
new file mode 100644
index 00000000000..fd45ff17622
--- /dev/null
+++ b/tests/baselines/reference/numberAssignableToEnumInsideUnion.types
@@ -0,0 +1,14 @@
+=== tests/cases/compiler/numberAssignableToEnumInsideUnion.ts ===
+enum E { A, B }
+>E : E
+>A : E
+>B : E
+
+let n: number;
+>n : number
+
+let z: E | boolean = n;
+>z : boolean | E
+>E : E
+>n : number
+
diff --git a/tests/cases/compiler/numberAssignableToEnumInsideUnion.ts b/tests/cases/compiler/numberAssignableToEnumInsideUnion.ts
new file mode 100644
index 00000000000..fbefb5ac802
--- /dev/null
+++ b/tests/cases/compiler/numberAssignableToEnumInsideUnion.ts
@@ -0,0 +1,3 @@
+enum E { A, B }
+let n: number;
+let z: E | boolean = n;