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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1182085Generated: November 2, 2026

Trifluoroacetic acid → (S)-2-amino-4-[3-(4-chlorophenoxy)-azetidin-1-yl]-butan-1-ol

https://huagongshe.com/reaction/1182085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant{(S)-3-[3-(4-chlorophenoxy)-azetidin-1-yl]-1-hydroxymethyl-propyl}-carbamic acid tert-butyl esterHCID 69410725—
SolventDichloromethaneHCID 6344—
Product(S)-2-amino-4-[3-(4-chlorophenoxy)-azetidin-1-yl]-butan-1-olHCID 11184815—

Reaction Steps

A solution of {(S)-3-[3-(4-chloro-phenoxy)-azetidin-1-yl]-1-hydroxymethyl-propyl}-carbamic acid tert-butyl ester. (0.46 g, 1.24 mmol) in dichloromethane (6 ml) is treated with trifluoroacetic acid (2 ml) and the reaction mixture stirred for 1 hour at ambient temperature. The solvent is evaporated and the residue dissolved in water. The resulting aqueous solution is basified with saturated aqueous NaHCO3 and extracted into dichloromethane. The dichloromethane is dried over MgSO4 and evaporated to afford (S)-2-amino-4-[3-(4-chlorophenoxy)-azetidin-1-yl]-butan-1-ol as a clear oil. [MH]+ 271.0

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07288537B2
Source datasetuspto-grants-2007_10
ORD IDord-e7c6a7e7b72343bb8e3f1a263ba4e0a9
Source noteuspto-grants-2007_10