反应详情

A mixture comprising 3-methyl-4-oxo-cyclohexanecarboxylic acid ethyl ester (1.00 g, 5.43 mmol) and benzylamine (0.58 g, 5.43 mmol) in DCE (50 mL) is treated with sodium triacetoxyborohydride (2.30 g, 10.9 mmol) and stirred at RT for 2 hours. The mixture is partitioned between DCM and water and the organic portion is separated, dried (MgSO4) and concentrated in vacuo. Purification by chromatography on silica eluting with iso-hexane: EtOAc (4:1 increasing to 1:1) affords the title compound. 1H NMR (400 MHz, DMSO-d6) δ 7.32 (4H, m), 7.20 (1H, m) 4.04 (2H, q), 3.72 (2H, m), 2.50-1.30 (9H, m), 1.19 (4H, m), 0.89 (3H, d).

1. customThe mixture is partitioned between DCM and water
2. customthe organic portion is separated
3. dry with materialdried (MgSO4)
4. concentrationconcentrated in vacuo
5. customPurification by chromatography on silica eluting with iso-hexane: EtOAc (4:1 increasing to 1:1)