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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658035Generated: October 30, 2026

Triethylamine → 4-Methanesulfonyloxymethylbenzoic acid benzyl ester

https://huagongshe.com/reaction/658035

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantBenzyl 4-(hydroxymethyl)benzoateHCID 15650225—
SolventDichloromethaneHCID 6344—
SolventSodium chloride; waterHCID 57417360—
Product4-Methanesulfonyloxymethylbenzoic acid benzyl esterHCID 5800121373%

Reaction Steps

Under ice cooling, after methanesulfonyl chloride (2.1 mL, 27 mmol) was added to a solution of 4-hydroxymethylbenzoic acid benzyl ester (Reference Compound No. 6-1, 6.0 g, 25 mmol) and triethylamine (7.6 mL, 54 mmol) in dichloromethane (60 mL), the reaction mixture was stirred at room temperature for 50 minutes. Brine (300 mL) was added thereto, and then the whole was extracted with chloroform (150 mL) four times. The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure to give 1.8 g of the title reference compound as yellow oil. (Yield 73%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076332B2
Source datasetuspto-grants-2011_12
ORD IDord-b1d69708bb2c449792ebb9a639ab9287
Source noteuspto-grants-2011_12