diff --git a/compiler/src/dotty/tools/dotc/cc/CheckCaptures.scala b/compiler/src/dotty/tools/dotc/cc/CheckCaptures.scala
index a5bb8792af2c..46a00ccaac39 100644
--- a/compiler/src/dotty/tools/dotc/cc/CheckCaptures.scala
+++ b/compiler/src/dotty/tools/dotc/cc/CheckCaptures.scala
@@ -369,11 +369,18 @@ class CheckCaptures extends Recheck, SymTransformer:
           inline def isVisibleFromEnv(sym: Symbol) = !isContainedInEnv(sym)
           // Only captured references that are visible from the environment
           // should be included.
-          val included = cs.filter:
-            case ref: TermRef => isVisibleFromEnv(ref.symbol.owner)
-            case ref: ThisType => isVisibleFromEnv(ref.cls)
-            case _ => false
-          capt.println(i"Include call capture $included in ${env.owner}")
+          val included = cs.filter: c =>
+            c.stripReach match
+              case ref: TermRef =>
+                val isVisible = isVisibleFromEnv(ref.symbol.owner)
+                if !isVisible && c.isReach then
+                  // Reach capabilities that go out of scope have to be approximated
+                  // by their underlyiong capture set. See i20503.scala.
+                  checkSubset(CaptureSet.ofInfo(c), env.captured, pos, provenance(env))
+                isVisible
+              case ref: ThisType => isVisibleFromEnv(ref.cls)
+              case _ => false
+          capt.println(i"Include call or box capture $included from $cs in ${env.owner}")
           checkSubset(included, env.captured, pos, provenance(env))
 
     /** Include references captured by the called method in the current environment stack */
diff --git a/tests/neg-custom-args/captures/reaches2.check b/tests/neg-custom-args/captures/reaches2.check
new file mode 100644
index 000000000000..504955b220ad
--- /dev/null
+++ b/tests/neg-custom-args/captures/reaches2.check
@@ -0,0 +1,10 @@
+-- Error: tests/neg-custom-args/captures/reaches2.scala:8:10 -----------------------------------------------------------
+8 |  ps.map((x, y) => compose1(x, y)) // error // error
+  |          ^
+  |reference (ps : List[(box A => A, box A => A)]) @reachCapability is not included in the allowed capture set {}
+  |of an enclosing function literal with expected type ((box A ->{ps*} A, box A ->{ps*} A)) -> box (x$0: A^?) ->? A^?
+-- Error: tests/neg-custom-args/captures/reaches2.scala:8:13 -----------------------------------------------------------
+8 |  ps.map((x, y) => compose1(x, y)) // error // error
+  |             ^
+  |reference (ps : List[(box A => A, box A => A)]) @reachCapability is not included in the allowed capture set {}
+  |of an enclosing function literal with expected type ((box A ->{ps*} A, box A ->{ps*} A)) -> box (x$0: A^?) ->? A^?
diff --git a/tests/neg-custom-args/captures/reaches2.scala b/tests/neg-custom-args/captures/reaches2.scala
new file mode 100644
index 000000000000..f2447b8c8795
--- /dev/null
+++ b/tests/neg-custom-args/captures/reaches2.scala
@@ -0,0 +1,9 @@
+class List[+A]:
+  def map[B](f: A -> B): List[B] = ???
+
+def compose1[A, B, C](f: A => B, g: B => C): A ->{f, g} C =
+  z => g(f(z))
+
+def mapCompose[A](ps: List[(A => A, A => A)]): List[A ->{ps*} A] =
+  ps.map((x, y) => compose1(x, y)) // error // error
+
diff --git a/tests/neg/i20503.scala b/tests/neg/i20503.scala
new file mode 100644
index 000000000000..23212667051b
--- /dev/null
+++ b/tests/neg/i20503.scala
@@ -0,0 +1,6 @@
+import language.experimental.captureChecking
+def runOps(ops: List[() => Unit]): Unit =
+  ops.foreach(op => op())
+
+def main(): Unit =
+  val f: List[() => Unit] -> Unit = runOps  // error
diff --git a/tests/neg/unsound-reach-2.scala b/tests/neg/unsound-reach-2.scala
index 27742d72557b..083cec6ee5b2 100644
--- a/tests/neg/unsound-reach-2.scala
+++ b/tests/neg/unsound-reach-2.scala
@@ -19,7 +19,7 @@ def bad(): Unit =
   var escaped: File^{backdoor*} = null
   withFile("hello.txt"): f =>
     boom.use(f): // error
-      new Consumer[File^{backdoor*}]:
+      new Consumer[File^{backdoor*}]: // error
         def apply(f1: File^{backdoor*}) =
           escaped = f1
 
diff --git a/tests/pos-custom-args/captures/reaches.scala b/tests/pos-custom-args/captures/reaches.scala
index f17c25712c39..bc222ebe8cfd 100644
--- a/tests/pos-custom-args/captures/reaches.scala
+++ b/tests/pos-custom-args/captures/reaches.scala
@@ -45,8 +45,8 @@ def compose1[A, B, C](f: A => B, g: B => C): A ->{f, g} C =
 def compose2[A, B, C](f: A => B, g: B => C): A => C =
   z => g(f(z))
 
-def mapCompose[A](ps: List[(A => A, A => A)]): List[A ->{ps*} A] =
-  ps.map((x, y) => compose1(x, y)) // Does not work if map takes an impure function, see reaches in neg
+//def mapCompose[A](ps: List[(A => A, A => A)]): List[A ->{ps*} A] =
+//  ps.map((x, y) => compose1(x, y)) // Does not work, see neg-customargs/../reaches2.scala
 
 @annotation.capability class IO