Hydrochloric Acid → HCID 18980505, compound

Participants

Reaction Conditions

Reaction Steps

10 g (36 mmole) of compound (66) were dissolved in 80 ml isopropanol and cooled to 10° C. 0.56 g (15 mmole) sodium borohydride were added with stirring. The mixture was then stirred for two hours at room temperature. Whilst cooling the mixture in an ice bath, 20 ml dilute hydrochloric acid were added (1:4 conc. HCl:H2O) followed by 10 ml of 20% aqueous sodium hydroxide solution. The product was extracted twice with dichloromethane. After drying and removal of the solvent by distillation, the crude product obtained (10.3 g) was dissolved in 2-butanone and was converted with trimethylchlorosilane/water into the hydrochloride for the separation of the diastereoisomers. 10.2 g (90% theoretical) of compound (68) crystallised out.

Provenance & Evidence