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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1375724Generated: November 1, 2026

Triethylamine → 3-{4-[(Tert-butoxycarbonyl)amino]phenyl}propyl methanesulfonate

https://huagongshe.com/reaction/1375724

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant3-(4-Tert-butoxycarbonylaminophenyl)propanolHCID 21994013—
SolventDichloromethaneHCID 6344—
Product3-{4-[(Tert-butoxycarbonyl)amino]phenyl}propyl methanesulfonateHCID 2199362792%

Reaction Steps

tert-Butyl 4-(3-hydroxypropyl)phenylcarbamate (327 mg, 1.301 mmol) in DCM (15 ml) was cooled in an ice-bath. Triethylamine (0.23 ml, 1.626 mmol) was added, and then methanesulfonyl chloride (164 mg, 1.431 mmol) was added. The mixture was stirred overnight and the temperature was allowed going up to room temperature. It was then washed with water, sodium hydrogencarbonate aqueous solution (1%), water and brine and dried with magnesium sulfate. Evaporation in vacuum to remove the solvent gave the desired product (394 mg), yield 92%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07169810B2
Source datasetuspto-grants-2007_01
ORD IDord-1e3ee5b0a1664b63aabe94ef44f9b7f0
Source noteuspto-grants-2007_01