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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1160077Generated: October 31, 2026

Triethylamine → 3-((Tert-butoxycarbonyl)amino)propyl methanesulfonate

https://huagongshe.com/reaction/1160077

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactanttert-butyl N-(3-hydroxypropyl)carbamateHCID 3838134—
SolventDichloromethaneHCID 6344—
Product3-((Tert-butoxycarbonyl)amino)propyl methanesulfonateHCID 11414109—

Reaction Steps

MsCl (6.5 mL, 84 mmol) was added slowly to a solution of Et3N (16.0 mL, 114 mmol) and (3-hydroxy-propyl)-carbamic acid tert-butyl ester (13.4 g, 76.5 mmol) in CH2Cl2 (200 mL) at 0° C. (bath temp). The reaction mixture was stirred at rt for 2 h and then quenched with H2O (100 mL). The aqueous layer was extracted with CH2Cl2 and the organic fractions were then dried (MgSO4) and concentrated in vacuo. The title compound was isolated as a colorless oil: yield 18.9 g (98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07816344B2
Source datasetuspto-grants-2010_10
ORD IDord-b9c5919aa33f4028acbf3e195427c437
Source noteuspto-grants-2010_10