Hydrochloric Acid → HCID 10900786, compound

Participants

Reaction Steps

19.0 g (0.0794 mole) of (R)-(-)-N-(p-hydroxybenzylidene)-1-(p-tolyl)ethylamine were dissolved in 200 ml of ethyl alcohol. The resulting solution was admixed with 1.50 g (0.04 mole) of sodium borohydride at room temperature, stirred at a temperature of from 25° to 30° C. for 1 hours, and then stirred at a temperature of from 55° to 60° C. for 1 hours. After the completion of the reaction, 47 ml of a 10% hydrochloric acid were added at room temperature to the reaction mixture, which was then concentrated under reduced pressure. The residue thus obtained was admixed with 100 ml of water, and thereafter neutralized or weakly alkalized with a 20% aqueous sodium hydroxide solution. Then an extraction operation was carried out three times with 100 ml of chloroform, and the chloroform layer was washed with water, dried over sodium sulfate, and concentrated under reduced pressure to give 18.99 g of (R)-(+)-N-(p-hydroxybenzyl)-1-(p-tolyl)ethylamine. Yield: 99.1%.

Provenance & Evidence