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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 899138Generated: October 29, 2026

Benzylethanolamine → Methanesulfonic acid 2-(benzyl-methanesulfonyl-amino)-ethyl ester

https://huagongshe.com/reaction/899138

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylethanolamineHCID 4348—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
SolventDichloromethaneHCID 6344—
ProductMethanesulfonic acid 2-(benzyl-methanesulfonyl-amino)-ethyl esterHCID 8562403559%

Reaction Steps

Methanesulfonyl chloride (18.9 g, 0.1655 mol) was added dropwise at 0° C. to a solution of N-benzyl ethanolamine (10 g, 0.0662 mol, from step (i) above) and triethylamine (27.6 ml, 0.1987 mol) in dichloromethane (100 ml). The reaction mixture was stirred at RT for 3 h under nitrogen atmosphere and partitioned between water and dichloromethane. The organic layer was separated, washed with water and brine and dried over sodium sulfate. Thes solvent was evaporated under reduced pressure and the residue was purified by column chromatography over silica gel using 3% methanol in dichloromethane, as eluent to give the sub-title compound (12 g) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07354917B2
Source datasetuspto-grants-2008_04
ORD IDord-bd0c43e14f204aa2af3d2d803067639b
Source noteuspto-grants-2008_04