Granted Patent B1

US 12,378,213 · App. 18/802,055 · Granted Aug 5, 2025

Inventor: William Allen Boulanger (Mahomet, IL)

C07D311/94B01J25/02

Abstract

Claims (19)

1. A method, comprising the steps of:

providing trans-cis nepetalactone;

providing sodium bicarbonate;

providing water;

providing methanol;

mixing the trans-cis nepetalactone, the sodium bicarbonate, the water, the methanol as a reaction mixture for approximately 15 hours at ambient temperature and pressure;

converting at least 95.2% of the nepetalactone to a ring open ester and/or aldehyde;

removing unreacted sodium bicarbonate via filtration;

transferring the filtered reaction mixture to a hydrogenation apparatus;

charging the hydrogenation apparatus with Raney nickel and/or Urushibara nickel; and

hydrogenating the ring open ester and/or aldehyde to generate at least one of DHN1, DHN2, and DHN3.

2. A method, consisting of the steps of:

first, providing trans-cis nepetalactone, sodium bicarbonate, water, and methanol to generate a reaction mixture;

second, mixing the reaction mixture for approximately 15 hours at ambient temperature and pressure;

third, converting at least 95.2% of the nepetalactone within the reaction mixture into a ring open ester and/or aldehyde;

fourth, removing unreacted sodium bicarbonate via filtration;

fifth, charging the filtered reaction mixture to a hydrogenation apparatus;

sixth, charging the hydrogenation apparatus with Raney nickel and/or Urushibara nickel; and

seventh, hydrogenating the ring open ester and/or aldehyde to generate at least one of DHN1, DHN2, and DHN3.

References Cited (16)