HCID 59464125, compound → HCID 59464224, compound

Participants

Reaction Steps

Platinum oxide (300 mg) was added in one portion to a stirred solution of ethyl 2-[4-(4-{[(benzyloxy)carbonyl]amino}-2-chlorophenyl)cyclohexylidene]propanoate (1.5 g, 3.39 mmol) in ethyl acetate (30 mL) and the mixture was stirred at room temperature under a hydrogen atmosphere for 7 h. A further portion of platinum oxide (1.0 g) was added in one portion and the mixture was stirred for 1 h at room temperature under a hydrogen atmosphere. The reaction mixture was filtered and concentrated in vacuo to leave a residue, which was purified by column chromatography, using a gradient of 11-50% ethyl acetate:isohexane as eluent, to give the aniline product as a mixture of cis- and trans-cyclohexane isomers, that was used with no further purification.

Provenance & Evidence