diff --git a/ci/string_literals_stress_test.rb b/ci/string_literals_stress_test.rb
index 0a80d9f58..9e9f03442 100644
--- a/ci/string_literals_stress_test.rb
+++ b/ci/string_literals_stress_test.rb
@@ -66,6 +66,22 @@
 @foo = 3
 puts '#@foo'
 puts '#{3}'
+
+$global = 1
+puts '\#$global'
+puts '"\#$global"'
+
+@ivar = 2
+puts '\#@ivar'
+puts '"\#@ivar"'
+
+local_var = 3
+puts '\#{local_var}'
+puts '"\#{local_var}"'
+puts %q{text with \#{local_var} test}
+puts '\#foo'
+puts 'a\#{local_var}c'
+puts '\\#{local_var}'
 puts %q("")
 puts %q(\"\")
 puts %Q(\"\")
diff --git a/fixtures/small/single_quoted_backslash_hash_no_interpolation_actual.rb b/fixtures/small/single_quoted_backslash_hash_no_interpolation_actual.rb
new file mode 100644
index 000000000..0cca13e17
--- /dev/null
+++ b/fixtures/small/single_quoted_backslash_hash_no_interpolation_actual.rb
@@ -0,0 +1,3 @@
+puts('\#foo')
+puts('a\#{b}c')
+puts('\\#{x}')
diff --git a/fixtures/small/single_quoted_backslash_hash_no_interpolation_expected.rb b/fixtures/small/single_quoted_backslash_hash_no_interpolation_expected.rb
new file mode 100644
index 000000000..a1563478e
--- /dev/null
+++ b/fixtures/small/single_quoted_backslash_hash_no_interpolation_expected.rb
@@ -0,0 +1,3 @@
+puts("\\#foo")
+puts("a\\\#{b}c")
+puts("\\\#{x}")
diff --git a/fixtures/small/single_quoted_hash_interpolation_escape_actual.rb b/fixtures/small/single_quoted_hash_interpolation_escape_actual.rb
new file mode 100644
index 000000000..ac61257e8
--- /dev/null
+++ b/fixtures/small/single_quoted_hash_interpolation_escape_actual.rb
@@ -0,0 +1,9 @@
+$g = 1
+puts('"\#$g"')
+
+@g = 2
+puts('"\#@g"')
+
+x = 3
+puts('"\#{x}"')
+puts(%q{text with \#{x} test})
diff --git a/fixtures/small/single_quoted_hash_interpolation_escape_expected.rb b/fixtures/small/single_quoted_hash_interpolation_escape_expected.rb
new file mode 100644
index 000000000..1eb069274
--- /dev/null
+++ b/fixtures/small/single_quoted_hash_interpolation_escape_expected.rb
@@ -0,0 +1,9 @@
+$g = 1
+puts("\"\\\#$g\"")
+
+@g = 2
+puts("\"\\\#@g\"")
+
+x = 3
+puts("\"\\\#{x}\"")
+puts("text with \\\#{x} test")
diff --git a/librubyfmt/src/string_escape.rs b/librubyfmt/src/string_escape.rs
index 81ad03884..5c3f7284a 100644
--- a/librubyfmt/src/string_escape.rs
+++ b/librubyfmt/src/string_escape.rs
@@ -179,6 +179,17 @@ fn escape_string(content: &[u8], opening_delim: u8, closing_delim: u8) -> Vec<u8
                             bytes.next();
                             continue;
                         }
+                        // '\#' is a literal backslash followed by a literal '#', not an escape
+                        // sequence, in single-quoted strings. Don't consume the '#' here — leave
+                        // it for the `b'#'` match arm below so it can decide (based on what
+                        // follows) whether it needs to be escaped to avoid becoming an
+                        // interpolation trigger (e.g. `\#{`, `\#$`, `\#@`) in the double-quoted
+                        // output.
+                        b'#' => {
+                            output.push(b'\\');
+                            output.push(b'\\');
+                            continue;
+                        }
                         // For everything else, this is not an escape sequence, so we need to
                         // escape the slash and then print the next character.
                         _ => {
@@ -309,6 +320,58 @@ mod tests {
         );
     }
 
+    /// In a single-quoted string, a backslash is only special before `\` or `'`.
+    /// So `\#$g`, `\#@g` and `\#{x}` are just the literal characters `\`, `#`, and
+    /// whatever follows — there is no interpolation. When converting to a
+    /// double-quoted string we must preserve that: the backslash needs to be
+    /// escaped (`\\`) *and* the `#` needs to be escaped (`\#`) so it doesn't turn
+    /// into real interpolation.
+    #[test]
+    fn single_quoted_literal_backslash_hash_dollar_not_interpolated() {
+        assert_eq!(
+            single_to_double_quoted(b"\\#$g", b"'", b"'").as_ref(),
+            b"\\\\\\#$g"
+        );
+    }
+
+    #[test]
+    fn single_quoted_literal_backslash_hash_at_not_interpolated() {
+        assert_eq!(
+            single_to_double_quoted(b"\\#@g", b"'", b"'").as_ref(),
+            b"\\\\\\#@g"
+        );
+    }
+
+    #[test]
+    fn single_quoted_literal_backslash_hash_brace_not_interpolated() {
+        assert_eq!(
+            single_to_double_quoted(b"\\#{x}", b"'", b"'").as_ref(),
+            b"\\\\\\#{x}"
+        );
+    }
+
+    #[test]
+    fn single_quoted_literal_backslash_hash_before_regular_char() {
+        // \#foo — the backslash needs escaping, but `#foo` isn't an
+        // interpolation trigger so the `#` stays unescaped.
+        assert_eq!(
+            single_to_double_quoted(b"\\#foo", b"'", b"'").as_ref(),
+            b"\\\\#foo"
+        );
+    }
+
+    #[test]
+    fn single_quoted_escaped_backslash_then_hash_brace_is_interpolation() {
+        // '\\#{x}' is an *escaped* backslash followed by `#{x}`, which *is*
+        // interpolation-worthy in the original single-quoted source too — so
+        // once converted to double-quoted, the `#` must still be escaped to
+        // preserve the literal (non-interpolated) meaning.
+        assert_eq!(
+            single_to_double_quoted(b"\\\\#{x}", b"'", b"'").as_ref(),
+            b"\\\\\\#{x}"
+        );
+    }
+
     // --- escape_string with %q(...) strings ---
 
     #[test]