Acetic Acid → HCID 14744532, compound

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Reaction Steps

This compound is obtained according to the process described in Tet. Lett. 5595-5598, 1990. To 270 mmol of 4,4-diethoxycyclohexanone in 700 ml of stirred anhydrous 1,2-dichloroethane, at room temperature and under a nitrogen atmosphere, are added 270 mmol of benzylamine in 50 ml of 1,2-dichloroethane, 270 mmol of acetic acid and then 80 g of sodium triacetoxyborohydride. After stirring for 3 hours, 11 of saturated sodium hydrogen carbonate solution is poured onto the reaction medium. The pH is brought to 8 using 1N sodium hydroxide. The organic phase is recovered, dried and evaporated. The expected product is then obtained after purification of the residual oil by chromatography on a column of silica, using a dichloromethane/methanol/aqueous ammonia (95/5/0.5) mixture as eluent.

Provenance & Evidence