Hydrochloric Acid → HCID 10885006, compound

11.26 g (0.05 mole) of (R)-(-)-N-(p-hydroxybenzylidene)-1-phenylethylamine were dissolved in 150 ml of ethyl alcohol. The resulting solution was admixed with 0.95 g (0.025 mole) of sodium borohydride at room temperature, stirred at a temperature of from 30° to 35° C. for 2 hours, and then stirred at a temperature of from 55° to 60° C. for 2 hours. After the completion of the reaction, 28 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 50 ml of water, and thereafter neutralized or weakly alkalized with a 20% aqueous sodium hydroxide solution. Then an extraction operation was carried out twice with 100 ml of chloroform, and the chloroform layer was washed with water, dried over sodium sulfate, and concentrated under reduced pressure to give 11.34 g of crude (R)-(+)-N-(p-hydroxybenzyl)- 1-phenylethylamine. The crude product was refined by a column chromatography employing silica gel, so that 10.64 g of a refined product were obtained as viscous oil. Yield: 93.6%.

1. stirringstirred at a temperature of from 55° to 60° C. for 2 hours
2. additionwere added at room temperature to the reaction mixture, which
3. concentrationwas then concentrated under reduced pressure
4. customThe residue thus obtained
5. washthe chloroform layer was washed with water
6. dry with materialdried over sodium sulfate
7. concentrationconcentrated under reduced pressure

ORD record

ord-2d7cb6ced1ee42dba3c5fb2f1bbe9e15

Source dataset

uspto-grants-1994_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05298660