diff --git a/integration-cli/docker_api_build_windows_test.go b/integration-cli/docker_api_build_windows_test.go
new file mode 100644
index 0000000000..92d3f5e134
--- /dev/null
+++ b/integration-cli/docker_api_build_windows_test.go
@@ -0,0 +1,39 @@
+// +build windows
+
+package main
+
+import (
+	"net/http"
+
+	"github.com/docker/docker/integration-cli/checker"
+	"github.com/docker/docker/internal/test/fakecontext"
+	"github.com/docker/docker/internal/test/request"
+	"github.com/go-check/check"
+	"github.com/gotestyourself/gotestyourself/assert"
+	is "github.com/gotestyourself/gotestyourself/assert/cmp"
+)
+
+func (s *DockerSuite) TestBuildWithRecycleBin(c *check.C) {
+	testRequires(c, DaemonIsWindows)
+
+	dockerfile := "" +
+		"FROM " + testEnv.PlatformDefaults.BaseImage + "\n" +
+		"RUN md $REcycLE.biN && md missing\n" +
+		"RUN dir $Recycle.Bin && exit 1 || exit 0\n" +
+		"RUN dir missing\n"
+
+	ctx := fakecontext.New(c, "", fakecontext.WithDockerfile(dockerfile))
+	defer ctx.Close()
+
+	res, body, err := request.Post(
+		"/build",
+		request.RawContent(ctx.AsTarReader(c)),
+		request.ContentType("application/x-tar"))
+
+	c.Assert(err, checker.IsNil)
+	c.Assert(res.StatusCode, checker.Equals, http.StatusOK)
+
+	out, err := request.ReadBody(body)
+	assert.NilError(c, err)
+	assert.Check(c, is.Contains(string(out), "Successfully built"))
+}