Benzyl-(1-amino-3-chloro-2-propanol) → 1-benzylazetidin-3-ol

10 g of 1A was heated under reflux in 150 ml of water with stirring for 24 hours. The reaction mixture was cooled, the aqueous solution was decanted from insoluble material and made alkaline by the addition of solid sodium hydroxide. The oil which separated was extracted with dichloromethane and the extracts were washed with water and dried. The solvent was removed under reduced pressure and the residue was purified by chromatography on silica gel using acetone as eluent, followed by recrystallization from toluene to give 1, as a crystalline solid, m.p.: 64.5°-65.5° C., in 27% yield.

1. temperatureThe reaction mixture was cooled
2. customthe aqueous solution was decanted from insoluble material
3. additionby the addition of solid sodium hydroxide
4. customThe oil which separated
5. extractionwas extracted with dichloromethane
6. washthe extracts were washed with water
7. customdried
8. customThe solvent was removed under reduced pressure
9. customthe residue was purified by chromatography on silica gel
10. customfollowed by recrystallization from toluene
11. customto give 1

ORD record

ord-c8376f4df32d4c37b6c0706cbf65bb24

Source dataset

uspto-grants-1985_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04560507