Experiments on the synthesis of santonin. III. The preparation and bromination-dehydrobromination of ethyl α-(2:3:4:5:6:7:8: 10-octahydro-1: 10-dimethyl-2-oxo-7-naphthyl)propionate†

Mukherjee's1 preparation of ethyl α-(4-methyl-3-oxocyclohexyl)propionate has been improved. Condensed with 1-diethylaminopentan-3-one this affords ethyl α-(2:3:4:5:6:7:8:10-octahydro-1: 10-dimethyl-2-oxo-7-naphthyl)propionate, the bromination-dehydrobromination of which has been studied. 1-Chloro- and 1-diethylamino-pent-1-en-3-one are described for the first time. Attempts to condense these compounds with 2-methylcyclohexanone and with ethyl α-(4-methyl-3-oxocyclohexyl)propionate were unsuccessful.

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