diff --git a/jOOQ/src/main/java/org/jooq/impl/JSONEntryImpl.java b/jOOQ/src/main/java/org/jooq/impl/JSONEntryImpl.java
index 0c1f661ee9..4c932e884e 100644
--- a/jOOQ/src/main/java/org/jooq/impl/JSONEntryImpl.java
+++ b/jOOQ/src/main/java/org/jooq/impl/JSONEntryImpl.java
@@ -364,8 +364,9 @@ final class JSONEntryImpl<T> extends AbstractQueryPart implements JSONEntry<T>,
     private static final Field<?> booleanJsonExtract(Field<Boolean> field) {
         return Tools.isVal1(field, v -> v.isInline())
             ? field
-            : when(field, booleanJsonExtract0(inline(true)))
-             .when(not(field), booleanJsonExtract0(inline(false)));
+            : case_(field)
+                .when(inline(true), booleanJsonExtract0(inline(true)))
+                .when(inline(false), booleanJsonExtract0(inline(false)));
     }
 
     private static final Field<JSON> booleanJsonExtract0(Field<?> field) {