diff --git a/src/models/filter.rs b/src/models/filter.rs
index f246fb20c..e8920d9fe 100644
--- a/src/models/filter.rs
+++ b/src/models/filter.rs
@@ -16,6 +16,7 @@ use std::collections::HashMap;
 use derive_builder::Builder;
 use getset::Getters;
 use itertools::Itertools;
+use log::debug;
 use pyo3::prelude::{pyclass, pymethods};
 
 use serde_derive::Deserialize;
@@ -278,7 +279,9 @@ impl Instantiate for Filter {
   fn instantiate(&self, substitutions_for_holes: &HashMap<String, String>) -> Filter {
     Filter {
       enclosing_node: self.enclosing_node().instantiate(substitutions_for_holes),
-      outermost_enclosing_node: self.enclosing_node().instantiate(substitutions_for_holes),
+      outermost_enclosing_node: self
+        .outermost_enclosing_node()
+        .instantiate(substitutions_for_holes),
       not_enclosing_node: self
         .not_enclosing_node()
         .instantiate(substitutions_for_holes),
@@ -314,7 +317,7 @@ impl SourceCodeUnit {
   ///
   /// The `filter` is composed of:
   /// (i) `enclosing_node`, the node to inspect, optional. If not provided we check whether the contains or non_contains are satisfied in the current node.
-  /// (ii) `not_enclosing_node`, optionalquery that no ancestor of the primary match should match,
+  /// (ii) `not_enclosing_node`, optional query that no ancestor of the primary match should match,
   /// (iii) `not_contains` and `contains`, optional queries that should not and should match within the `enclosing_node`,
   /// (iv) `at_least` and `at_most`, optional parameters indicating the acceptable range of matches for `contains` within the `enclosing_node`.
   ///
@@ -352,6 +355,17 @@ impl SourceCodeUnit {
       }
     }
 
+    // If an outermost enclosing node is provided
+    let query = instantiated_filter.outermost_enclosing_node();
+    if !query.get_query().is_empty() {
+      debug!("here");
+      if let Some(result) = self._match_outermost_ancestor(rule_store, node_to_check, query) {
+        node_to_check = result;
+      } else {
+        return false;
+      }
+    }
+
     self._check_filter_not_contains(&instantiated_filter, rule_store, &node_to_check)
       && self._check_filter_contains(&instantiated_filter, rule_store, &node_to_check)
   }
@@ -373,7 +387,26 @@ impl SourceCodeUnit {
     true
   }
 
-  /// Search for any ancestor of `node` (including itself) that matches `query_str`
+  /// Search for outermost ancestor of `node` (including itself) that matches `query_str`
+  fn _match_outermost_ancestor(
+    &self, rule_store: &mut RuleStore, node: Node, ts_query: &TSQuery,
+  ) -> Option<Node> {
+    let mut matched_ancestor = self._match_ancestor(rule_store, node, ts_query);
+    matched_ancestor?;
+    loop {
+      if let Some(parent) = matched_ancestor.unwrap().parent() {
+        if let Some(m) = self._match_ancestor(rule_store, parent, ts_query) {
+          if m.range() != matched_ancestor.unwrap().range() {
+            matched_ancestor = Some(m);
+            continue;
+          }
+        }
+      }
+      return matched_ancestor;
+    }
+  }
+
+  /// Search for innermost ancestor of `node` (including itself) that matches `query_str`
   fn _match_ancestor(
     &self, rule_store: &mut RuleStore, node: Node, ts_query: &TSQuery,
   ) -> Option<Node> {
diff --git a/src/models/unit_tests/source_code_unit_test.rs b/src/models/unit_tests/source_code_unit_test.rs
index 6d4e7a3bc..c4159c45f 100644
--- a/src/models/unit_tests/source_code_unit_test.rs
+++ b/src/models/unit_tests/source_code_unit_test.rs
@@ -631,3 +631,69 @@ fn test_contains_no_enclosing_positive() {
     |result| result,
   );
 }
+
+#[test]
+fn test_satisfies_outermost_enclosing_node() {
+  let rule_positive = piranha_rule! {
+    name= "test",
+    query= "(
+      (method_declaration name: (_) @name) @md
+      (#eq? @name \"foobar\")
+      )",
+    filters= [filter!{
+      , outermost_enclosing_node = "(class_declaration) @cd"
+      , contains = "((method_invocation name: (_) @mname) @mi (#eq? @mname \"foobar\"))"
+    }]
+  };
+  let rule_positive = InstantiatedRule::new(&rule_positive, &HashMap::new());
+
+  let rule_negative = piranha_rule! {
+    name= "test",
+    query= "(
+      (method_declaration name: (_) @name) @md
+      (#eq? @name \"foobar\")
+      )",
+    filters= [filter!{
+      , outermost_enclosing_node = "(class_declaration) @cd"
+      , not_contains = ["((method_invocation name: (_) @mname) @mi (#eq? @mname \"foobar\"))",]
+    }]
+  };
+  let rule_negative = InstantiatedRule::new(&rule_negative, &HashMap::new());
+
+  let source_code = "class OuterClass {
+
+    void someMethod() {
+      Test t = new Test();
+      t.foobar();
+    }
+    class Test {
+      private void foobar(){
+        System.out.println();
+       }
+      }
+    }";
+
+  let mut rule_store = RuleStore::default();
+  let java = get_java_tree_sitter_language();
+  let mut parser = java.parser();
+  let piranha_arguments = &PiranhaArgumentsBuilder::default()
+    .path_to_codebase(UNUSED_CODE_PATH.to_string())
+    .language(java)
+    .build();
+  let source_code_unit = SourceCodeUnit::new(
+    &mut parser,
+    source_code.to_string(),
+    &HashMap::new(),
+    PathBuf::new().as_path(),
+    piranha_arguments,
+  );
+
+  let node = &source_code_unit
+    .root_node()
+    .descendant_for_byte_range(119, 178)
+    .unwrap();
+
+  assert!(!source_code_unit.is_satisfied(*node, &rule_negative, &HashMap::new(), &mut rule_store,));
+
+  assert!(source_code_unit.is_satisfied(*node, &rule_positive, &HashMap::new(), &mut rule_store,));
+}
diff --git a/src/tests/test_piranha_swift.rs b/src/tests/test_piranha_swift.rs
index 0301eeb57..697bfd882 100644
--- a/src/tests/test_piranha_swift.rs
+++ b/src/tests/test_piranha_swift.rs
@@ -41,9 +41,6 @@ create_rewrite_tests! {
       "stale_flag" => "one"
     },
     cleanup_comments = true, delete_file_if_empty= false;
-
-  test_cleanup_with_derivatives: "cleanup_with_derivatives", 1,
-    cleanup_comments = true, delete_file_if_empty= false;
 }
 
 fn execute_piranha_with_default_swift_args(scenario: &str, substitutions: Vec<(String, String)>) {
@@ -75,6 +72,13 @@ fn test_cleanup_rules_file() {
   );
 }
 
+#[test]
+#[ignore] // Long running test
+fn test_cleanup_with_derivatives() {
+  super::initialize();
+  execute_piranha_with_default_swift_args("cleanup_with_derivatives", vec![]);
+}
+
 #[test]
 #[ignore] // Long running test
 fn test_local_variable_inline_file() {