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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 353571Generated: October 29, 2026

Ethyl chloroformate → 1-Ethyl 4-methyl 4-(4-but-2-ynyloxybenzenesulfonyl)-1,4-piperidinedicarboxylate

https://huagongshe.com/reaction/353571

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl chloroformateHCID 10928—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(4-but-2-ynyloxy-benzenesulfonyl)-piperidine-4-carboxylic Acid Methyl EsterHCID 54136994—
SolventChloroformHCID 6212—
Product1-Ethyl 4-methyl 4-(4-but-2-ynyloxybenzenesulfonyl)-1,4-piperidinedicarboxylateHCID 5990394998%

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 sodium bicarbonate (865 mg, 10.3 mmol), ethylchloroformate (0.147 ml, 1.54 mmol). 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 425 mg (98%) of the product as a solid. MS-ES: m/z 424.4 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06753337B2
Source datasetuspto-grants-2004_06
ORD IDord-a5a062975e4c486199eb4dba0414767a
Source noteuspto-grants-2004_06