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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1098774Generated: October 25, 2026

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

https://huagongshe.com/reaction/1098774

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl ((1R,2S)-1-hydroxy-1-(3-methoxyphenyl)propan-2-yl)carbamateHCID 59339845—
SolventDichloromethaneHCID 6344—
Product(1R,2S)-2-Amino-1-(3-methoxyphenyl)-1-propanolHCID 28743837—

Reaction Steps

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%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143290B2
Source datasetuspto-grants-2012_03
ORD IDord-8ad41b22a08d42268d884336bf4b0963
Source noteuspto-grants-2012_03