diff --git a/pandas/core/missing.py b/pandas/core/missing.py
index 039d868bccd16..6a4a3183757ce 100644
--- a/pandas/core/missing.py
+++ b/pandas/core/missing.py
@@ -124,11 +124,25 @@ def mask_missing(arr: ArrayLike, values_to_mask) -> npt.NDArray[np.bool_]:
                     new_mask = np.zeros(arr.shape, dtype=np.bool_)
                     new_mask[arr_mask] = arr[arr_mask] == x
                 else:
-                    new_mask = arr == x
+                    # GH#47101
+                    # Fix where type bool has no attribute to_numpy() by first
+                    # attempting to broadcast with np.equal for some cases, and then
+                    # an explicit type check when checking the mask for any straggling
+                    # cases. Where a literal comparison would fail np.equal we fall back
+                    # to the original equality check.
+                    try:
+                        # In case of an uncastable type, this will emit TypeError
+                        new_mask = np.equal(arr, x) # type: ignore[arg-type]
+                    except TypeError:
+                        # Old behaviour for uncastable types
+                        new_mask = arr == x
 
                     if not isinstance(new_mask, np.ndarray):
                         # usually BooleanArray
-                        new_mask = new_mask.to_numpy(dtype=bool, na_value=False)
+                        if isinstance(new_mask, bool):
+                            new_mask = np.array([new_mask], dtype= bool)
+                        else:
+                            new_mask = new_mask.to_numpy(dtype=bool, na_value=False)
                 mask |= new_mask
 
     if na_mask.any():
diff --git a/pandas/tests/frame/methods/test_replace.py b/pandas/tests/frame/methods/test_replace.py
index 6b872bf48d550..c24868ee7a641 100644
--- a/pandas/tests/frame/methods/test_replace.py
+++ b/pandas/tests/frame/methods/test_replace.py
@@ -1518,3 +1518,10 @@ def test_replace_object_splitting(self, using_infer_string):
             assert len(df._mgr.blocks) == 2
         else:
             assert len(df._mgr.blocks) == 1
+
+    def test_replace_bool_to_numpy_attributeerror(self):
+        # GH#47101
+        pass_pre_patch = DataFrame({"d":[None]})
+        tm.assert_frame_equal(pass_pre_patch, pass_pre_patch.replace("", pd.NA))
+        fail_pre_patch = DataFrame({"d":[pd.NA]})
+        tm.assert_frame_equal(fail_pre_patch, fail_pre_patch.replace("", pd.NA))