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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1978397Generated: October 28, 2026

Triethylamine → 3-(3-Tert-butoxycarbonylaminophenyl)propyl methanesulfonate

https://huagongshe.com/reaction/1978397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactanttert-butyl N-(3-(3-hydroxypropyl)phenyl)carbamateHCID 21993723—
SolventEthyl AcetateHCID 8857—
Product3-(3-Tert-butoxycarbonylaminophenyl)propyl methanesulfonateHCID 2199398582.4%

Reaction Steps

A mixture of 3-(3-tert-butoxycarbonylaminophenyl)propanol (3.24 g, 12.9 mmol), methanesulfonylchloride (1.63 g, 14.2 mmol), triethylamine (1.44 g, 14.2 mmol) and ethyl acetate (50 ml) was stirred at room temperature for 1 hour. Then the reaction mixture was diluted with ethyl acetate and successively washed with water and brine, dried over MgSO4 and concentrated in vacuo. The residue was chromatographed on silica gel (50 g) with hexane-ethyl acetate (3:1) to give 3-(3-tert-butoxycarbonylaminophenyl)propyl methanesulfonate as a colorless oil (3.50 g, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06235731B1
Source datasetuspto-grants-2001_05
ORD IDord-5b28f644dd694cb5b0dcde2346ec6832
Source noteuspto-grants-2001_05