Water → (1R,2S)-2-Amino-1-(3-methoxyphenyl)-1-propanol

To a stirred solution of tert-butyl [(1S,2R)-2-hydroxy-2-(3-methoxyphenyl)-1-methylethyl]carbamate (317 mg, 1.13 mmol) in dichloromethane (3 ml) was added water (3 ml), and TFA (5 ml), so that a clear solution has been obtained. The mixture was stirred at r.t. for 1 h, than poured into water (30 ml). The aqueous layer was washed with dichloromethane (30 ml), and made alkaline (pH≈10) by addition of 10 N aqueous NaOH. Brine (20 ml) was added, and the solution was extracted with dichloromethane (3×30 ml). The extracts were dried with Na2SO4, and the solvent was removed under reduced pressure to afford the subtitle compound as colourless oil. Yield 179 mg (88%).

1. customso that a clear solution has been obtained
2. washThe aqueous layer was washed with dichloromethane (30 ml)
3. additionby addition of 10 N aqueous NaOH
4. additionBrine (20 ml) was added
5. extractionthe solution was extracted with dichloromethane (3×30 ml)
6. dry with materialThe extracts were dried with Na2SO4
7. customthe solvent was removed under reduced pressure

ORD record

ord-8ad41b22a08d42268d884336bf4b0963

Source dataset

uspto-grants-2012_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08143290B2