Ethyl Acetate → HCID 3040670, compound

Participants

Reaction Steps

2.2 g of lithium aluminum hydride were added in small fractions to a solution of 9 g of 2-ethylthio-5-methyl-11-dimethylcarbamoylmethyl [5H] dibenzo (b,f) azepine in 270 ml of tetrahydrofuran while keeping the temperature below 30°C and the mixture was stirred for 2 hours at room temperature and was cooled to 0°C. Ethyl acetate was added to the mixture followed by a 2N sodium hydroxide solution to dissociate the precipitate formed. The insolubles were removed by filtration and the organic phase was recovered by decanting. The aqueous phase was extracted with ethyl acetate and the combined organic phases were washed with water, dried over magnesium sulfate and evaporated to dryness. The residue was chromatographed over silica gel with a 60-30-10 mixture of cyclohexane-chloroform-triethylamine as eluant which was evaporated to obtain 7.1 g of raw 2-ethylthio-5-methyl-11-(β-dimethylamino ethyl) [5H] dibenzo (b,f) azepine.

Provenance & Evidence