diff --git a/crypto/x509v3/v3_utl.c b/crypto/x509v3/v3_utl.c
index 8bba5a67d294093b47e88c472cb807d29931e92a..a839861dbaade9507eb4c0aba930761c7bbfee81 100644
--- a/crypto/x509v3/v3_utl.c
+++ b/crypto/x509v3/v3_utl.c
@@ -38,6 +38,7 @@ int X509V3_add_value(const char *name, const char *value,
 {
     CONF_VALUE *vtmp = NULL;
     char *tname = NULL, *tvalue = NULL;
+    int sk_allocated = (*extlist == NULL);
 
     if (name && (tname = OPENSSL_strdup(name)) == NULL)
         goto err;
@@ -45,7 +46,7 @@ int X509V3_add_value(const char *name, const char *value,
         goto err;
     if ((vtmp = OPENSSL_malloc(sizeof(*vtmp))) == NULL)
         goto err;
-    if (*extlist == NULL && (*extlist = sk_CONF_VALUE_new_null()) == NULL)
+    if (sk_allocated && (*extlist = sk_CONF_VALUE_new_null()) == NULL)
         goto err;
     vtmp->section = NULL;
     vtmp->name = tname;
@@ -55,6 +56,8 @@ int X509V3_add_value(const char *name, const char *value,
     return 1;
  err:
     X509V3err(X509V3_F_X509V3_ADD_VALUE, ERR_R_MALLOC_FAILURE);
+    if (sk_allocated)
+        sk_CONF_VALUE_free(*extlist);
     OPENSSL_free(vtmp);
     OPENSSL_free(tname);
     OPENSSL_free(tvalue);
diff --git a/ssl/ssl_cert.c b/ssl/ssl_cert.c
index 008b58f4bd16fd56f7476ee1314d998a4b274d6c..9a1d936bb441797c39d0ee875b454d4774674bb5 100644
--- a/ssl/ssl_cert.c
+++ b/ssl/ssl_cert.c
@@ -468,18 +468,20 @@ STACK_OF(X509_NAME) *SSL_dup_CA_list(const STACK_OF(X509_NAME) *sk)
         SSLerr(SSL_F_SSL_DUP_CA_LIST, ERR_R_MALLOC_FAILURE);
         return NULL;
     }
-    if (!sk_X509_NAME_reserve(ret, num))
+    if (!sk_X509_NAME_reserve(ret, num)) {
+        sk_X509_NAME_free(ret);
         return NULL;
+    }
     for (i = 0; i < num; i++) {
         name = X509_NAME_dup(sk_X509_NAME_value(sk, i));
         if (name == NULL) {
+            SSLerr(SSL_F_SSL_DUP_CA_LIST, ERR_R_MALLOC_FAILURE);
             sk_X509_NAME_pop_free(ret, X509_NAME_free);
-            X509_NAME_free(name);
             return NULL;
         }
         sk_X509_NAME_push(ret, name);   /* Cannot fail after reserve call */
     }
-    return (ret);
+    return ret;
 }
 
 void SSL_set0_CA_list(SSL *s, STACK_OF(X509_NAME) *name_list)