Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1657322Generated: November 1, 2026

Hydrochloric Acid → 2-[2-(Methanesulfonyloxy)ethyl]-3-methyl-1-(benzenesulfonyl)indole

https://huagongshe.com/reaction/1657322

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant2-[3-Methyl-1-(phenylsulfonyl)indol-2-yl]ethanolHCID 10313611—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product2-[2-(Methanesulfonyloxy)ethyl]-3-methyl-1-(benzenesulfonyl)indoleHCID 1002350299.3%

Reaction Steps

To a solution of 2-[3-methyl-1-[benzenesulfonyl)indol-2-yl]ethanol (7.1 g) and triethylamine (2.96 g) in dichloromethane (71 ml) was added dropwise methanesulfonyl chloride (2.84 g) in dichloromethane (57 ml) at -40° C. After being stirred at the same temperature for 30 minutes, the reaction mixture was diluted with chilled water, and neutralized with 1N-hydrochloric acid. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and evaporated in vacuo to give 2-[2-(methanesulfonyloxy)ethyl]-3-methyl-1-(benzenesulfonyl)indole (8.8 g) as amorphous powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05256780
Source datasetuspto-grants-1993_10
ORD IDord-bd299e0f5e114d258f82b45f1ff45365
Source noteuspto-grants-1993_10