diff --git a/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/base-env/prims.rkt b/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/base-env/prims.rkt
index 548bfe47..f8026206 100644
--- a/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/base-env/prims.rkt
+++ b/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/base-env/prims.rkt
@@ -576,7 +576,23 @@ This file defines two sorts of primitives. All of them are provided into any mod
                         [dtsi (quasisyntax/loc stx
                                 (dtsi* (vars.vars ...) nm (fs ...)
                                        #,@mutable?))])
-            #'(begin d-s dtsi)))]))
+            (if (eq? (syntax-local-context) 'top-level)
+                ;; Use `eval` at top-level to avoid an unbound id error
+                ;; from dtsi trying to look at the d-s bindings.
+                #'(begin (eval (quote-syntax d-s))
+                         ;; It is important here that the object under the
+                         ;; eval is a quasiquoted literal in order
+                         ;; for #%top-interaction to get the lexical
+                         ;; information for TR's actual #%top-interaction.
+                         ;; This effectively lets us invoke the type-checker
+                         ;; dynamically.
+                         ;;
+                         ;; The quote-syntax is also important because we want
+                         ;; the `dtsi` to have the lexical information from
+                         ;; this module. This ensures that the `dtsi` macro
+                         ;; is actually bound to its definition above.
+                         (eval `(#%top-interaction . ,(quote-syntax dtsi))))
+                #'(begin d-s dtsi))))]))
    (lambda (stx)
      (syntax-parse stx
        [(_ vars:maybe-type-vars nm:struct-name/new (fs:fld-spec ...)
@@ -593,7 +609,11 @@ This file defines two sorts of primitives. All of them are provided into any mod
                                        nm.old-spec (fs ...)
                                        #:maker #,cname
                                        #,@mutable?))])
-            #'(begin d-s dtsi)))]))))
+            ;; see comment above
+            (if (eq? (syntax-local-context) 'top-level)
+                #'(begin (eval (quote-syntax d-s))
+                         (eval `(#%top-interaction . ,(quote-syntax dtsi))))
+                #'(begin d-s dtsi))))]))))
 
 
 ;Copied from racket/private/define-struct
diff --git a/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/typecheck/tc-toplevel.rkt b/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/typecheck/tc-toplevel.rkt
index 4c6d391a..0c99cdcd 100644
--- a/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/typecheck/tc-toplevel.rkt
+++ b/pkgs/typed-racket-pkgs/typed-racket-lib/typed-racket/typecheck/tc-toplevel.rkt
@@ -422,8 +422,19 @@
      (begin0 (values #f result)
              (report-all-errors))]
     [_
+     ;; Handle type aliases
      (when ((internal-syntax-pred define-type-alias-internal) form)
        ((compose register-type-alias parse-type-alias) form))
+     ;; Handle struct definitions
+     (when ((internal-syntax-pred define-typed-struct-internal) form)
+       (define name (name-of-struct form))
+       (define tvars (type-vars-of-struct form))
+       (register-type-name name)
+       (add-constant-variance! name tvars)
+       (define parsed (parse-define-struct-internal form))
+       (register-parsed-struct-sty! parsed)
+       (refine-struct-variance! (list parsed))
+       (register-parsed-struct-bindings! parsed))
      (tc-toplevel/pass1 form)
      (begin0 (values #f (tc-toplevel/pass2 form))
              (report-all-errors))]))
diff --git a/pkgs/typed-racket-pkgs/typed-racket-tests/tests/typed-racket/succeed/pr11669.rkt b/pkgs/typed-racket-pkgs/typed-racket-tests/tests/typed-racket/succeed/pr11669.rkt
new file mode 100644
index 00000000..b3cd6889
--- /dev/null
+++ b/pkgs/typed-racket-pkgs/typed-racket-tests/tests/typed-racket/succeed/pr11669.rkt
@@ -0,0 +1,16 @@
+#lang racket/load
+
+(require typed/racket)
+
+;; Test that struct: and define-struct: work at the
+;; top-level.
+;;
+;; Test for PR 11669
+(struct: Foo ([x : Integer]))
+(define-struct: Bar ([y : Foo]))
+(define-type Qux (U String Integer))
+(struct: Quux ([qux : Qux]))
+Quux-qux
+Foo
+make-Bar
+