ethyl 2-(1-methyl-6,7-dihydro-1H-indol-4(5H)-ylidene)acetate → ethyl 2-(1-methyl-4,5,6,7-tetrahydro-1H-indol-4-yl)acetate

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Reaction Steps

Pd—C (1.3 g, 5%) is added to a solution of a mixture of E/Z isomers of ethyl 2-(1-methyl-6,7-dihydro-1H-indol-4(5H)-ylidene)acetate (3.4 g, 15.50 mmoles) in 100 mL de EtOH, and the resulting solution is stirred under hydrogen atmosphere (25 psi) in a Parr hydrogenator for 8 hours. The reaction mixture is purged with nitrogen, filtered through Celite and the solvent is evaporated under reduced pressure to obtain ethyl 2-(1-methyl-4,5,6,7-tetrahydro-1H-indol-4-yl)acetate (3.4 g, 15.36 mmol, 99%, oil).

Provenance & Evidence