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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 278348Generated: October 30, 2026

Benzoyl chloride → 1-Benzoyl-4-(4-but-2-ynyloxybenzenesulfonyl)piperidine-4-carboxylic Acid Methyl Ester

https://huagongshe.com/reaction/278348

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantTriethylamineHCID 8471—
Reactant2-DimethylaminopyridineHCID 21885—
Reactant4-(4-but-2-ynyloxy-benzenesulfonyl)-piperidine-4-carboxylic Acid Methyl EsterHCID 54136994—
SolventChloroformHCID 6212—
Product1-Benzoyl-4-(4-but-2-ynyloxybenzenesulfonyl)piperidine-4-carboxylic Acid Methyl EsterHCID 5444438180%

Reaction Steps

To a solution of 4-(4-but-2-ynyloxy-benzenesulfonyl)-piperidine-4-carboxylic acid methyl ester, (400 mg, 1.03 mmol) in chloroform (10 ml) was added triethylamine (416 mg, 4.12 mmol), benzoyl chloride(144 μl, 1.24 mmol) followed by a catalytic amount of dimethylaminopyridine. The resulting mixture was stirred for 15 hours at room temperature, quenched with water and extracted with methylene chloride. The organic layer was dried over anhydrous sodium sulfate and concentrated to give 375 mg (80%) of the product as a solid. MS-ES: m/z 456.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06358980B1
Source datasetuspto-grants-2002_03
ORD IDord-fc9b78f4391548a1b59ae37b5b48bab3
Source noteuspto-grants-2002_03