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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1174720Generated: November 1, 2026

Sulfuric Acid → 4-(5-Chloropyridin-2-yl)cyclohex-3-enecarboxylic acid

https://huagongshe.com/reaction/1174720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactant4-(5-Chloropyridin-2-yl)-4-hydroxycyclohexanecarboxylic acid ethyl esterHCID 68425802—
SolventWaterHCID 962—
Product4-(5-Chloropyridin-2-yl)cyclohex-3-enecarboxylic acidHCID 68428260—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 4-(5-chloropyridin-2-yl)-4-hydroxycyclohexanecarboxylic acid ethyl ester (1.6 g) and sulfuric acid (5 ml) is heated at 60° C. for 15 minutes. After addition of water (0.4 ml) the mixture is again heated at 60° C. for 20 minutes. The cooled reaction mixture was diluted with water and washed with dichloromethane. The aqueous phase was adjusted to pH 7 with sodium bicarbonate solution and extracted with dichloromethane. The organic phase was dried over sodium sulfate and concentrated. The product with the molecular weight of 237.69 (C12H12ClNO2); MS (ESI): 238 (M+H+) was obtained in this way.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07838547B2
Source datasetuspto-grants-2010_11
ORD IDord-fc68b2520565457ca075498e22057d91
Source noteuspto-grants-2010_11