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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620631Generated: November 2, 2026

4-Toluenesulfonyl chloride → Ethyl 4-({[(4-methylphenyl)sulfonyl]oxy}imino)cyclohexanecarboxylate

https://huagongshe.com/reaction/1620631

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantCyclohexanecarboxylic acid, 4-(hydroxyimino)-, ethyl esterHCID 11593553—
SolventPyridineHCID 1049—
ProductEthyl 4-({[(4-methylphenyl)sulfonyl]oxy}imino)cyclohexanecarboxylateHCID 8667879974.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of ethyl 4-(hydroxyimino)cyclohexanecarboxylate (1.85 g) in pyridine (10 mL) was added 4-methylbenzenesulfonyl chloride (2.28 g) over 5-10 min at −20° C. The reaction mixture was stirred for several hours while allowing to gradually warm to 0° C. The reaction mixture was added to ice water, and the precipitate was collected by filtration, and washed with ice water to give the title compound (2.54 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772277B2
Source datasetuspto-grants-2014_07
ORD IDord-88962a8c3843494fad143cd7da945890
Source noteuspto-grants-2014_07