Thiophene → methyl N-(decahydro-1-naphthalenyl)glycine

Participants

Reaction Steps

A mixture of 64 parts of octahydro-1(2H)-naphthalenone, 50 parts of methyl glycine hydrochloride, 2 parts of a solution of thiophene in methanol 4%, 560 parts of methanol and 50 parts of potassium acetate was hydrogenated at normal pressure and at room temperature with 5 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated. The residue was taken up in a mixture of water and trichloromethane. The whole was treated with a sodium hydroxide solution. The separated organic layer was dried, filtered and evaporated, yielding 82.2 parts (91.1%) of methyl N-(decahydro-1-naphthalenyl)glycine as a residue (intermediate 1).

Provenance & Evidence