Showing papers by "Hirosuke Yoshioka published in 1968"

Process for producing furoic acid derivatives

Abstract: A NOVEL PROCESS FOR PRODUCING 5-SUBSTITUTED 3-FUROIC ACID DERIVATIVES USEFUL AS INTERMEDIATES IN A SYNTHESIS OF INSECTICIDES. FOR EXAMPLE 5-BENZYL-3-FUROIC ACID IS PRODUCED BY REACTING ETHYLENE KETAL OF ETHYL LEVULINATE WITH ETHYL FORMATE IN THE PRESENCE OF SODIUM HYDRIDE TO YIELD ETHYLENE KETAL OF ETHYL A-FORMYL-LEVULINATE, RING-CLOSING THE RESULTANT ETHYLENE KETAL OF ETHYL A-FORMYL-LEVULINATE BY CONTACTING IT WITH HYDROCHLORIC ACID TO YIELD ETHYL 5-METHYL-3FUROATE, BROMINATING THE RESULTANT ETHYL 5-METHYL-3FUROATE TO YIELD ETHYL 2-BROMO-5-BROMOMETHYL-3-FUROATE, REACTING THE RESULTANT ETHYL 2 - BROMO-5-BROMO-METHYL-3FUROATE WITH BENZENE IN THE PRESENCE OF ALUMINUM CHLORIDE TO YIELD ETHYL 2-BROMO-5-BENZYL-3-FUROATE AND, AFTER HYDROLYZING THE ESTER TO AN ACID, REACTING THE RESULTANT 2BROMO - 5 - BENZYL - 3-FUROIC ACID WITH ZINC POWDER IN AN AQUEOUS AMMONIA SOLUTION TO YIELD 5-BENZYL-3-FUROIC ACID.