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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 872498Generated: October 30, 2026

Water → tert-Butyl N-(2-((methylsulfonyl)oxy)ethyl)carbamate

https://huagongshe.com/reaction/872498

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactanttert-butyl N-(2-hydroxyethyl)carbamateHCID 2733206—
SolventDichloromethaneHCID 6344—
Producttert-Butyl N-(2-((methylsulfonyl)oxy)ethyl)carbamateHCID 22605302—

Reaction Conditions

Temperature0 °C

Reaction Steps

tert-Butyl N-(2-hydroxyethyl)carbamate (6.0 g), triethylamine (5.68 ml) were dissolved in DCM (50 ml) and methanesulfonyl chloride (3.02 ml) was added dropwise to the reaction mixture at 0° C. The mixture was stirred for 30 min at 0° C. and stirring was continued for 2 h at RT. Water was added and the mixture was extracted with DCM. Combined organic phases were washed with water and brine, dried with Na2SO4 and evaporated. The product was stored under nitrogen. Yield 8.64 g. 1H-NMR (400 MHz; d6-DMSO): δ 1.39 (s, 9H), 3.16 (s, 3H), 3.23 (q, 2H), 4.16 (t, 2H), 7.04 (br s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975254B2
Source datasetuspto-grants-2015_03
ORD IDord-eda86f82f84c4342a79f10d54f0022e8
Source noteuspto-grants-2015_03