Sodium borohydride → 8-Chloro-11-(1,2,3,6-tetrahydro-1-methyl-4-pyridyl)-dibenz[b,f][1,4]oxazepine hydrochloride

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Reaction Steps

A 6.23 g. portion of the above iodide salt is suspended in 150 ml. of ethanol and the mixture is cooled in an ice salt bath. A 0.64 g. portion of sodium borohydride is added in portions over 1 minute and the resulting solution is stirred with ice bath cooling for an additional 30 minutes. The reaction is quenched with one ml. of acetone and diluted with 500 ml. of ether. The ether solution is washed with three 250 ml. portions of water, dried with brine and made acidic with hydrochloric acid. The mixture is cooled and filtered giving a tan solid which is crystallized from acetone-ethanol-dimethylformamide yielding the desired product as the hydrochloride, mp. 213°-215° C. Failure to acidify the above ether solution produces compound as a base mp. 143°-145° C.

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