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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 386335Generated: October 25, 2026

p-Toluenesulfonic acid → HCID 59289068, compound

https://huagongshe.com/reaction/386335

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant4-BromobutanolHCID 118388—
Reactant(1s,4r)-4-Propylcyclohexane-1-carboxylic acidHCID 1490324—
SolventTolueneHCID 1140—
ProductHCID 59289068HCID 59289068—

Reaction Steps

4-Propyl-cyclohexanecarboxylic acid (10.0 g, 58.0 mmol), 4-bromobutan-1-ol (9.2 g, 60.0 mmol) and a catalytic amount of para-toluene sulphonic acid are stirred under reflux in toluene (300 ml) in a flask equipped with Dean-Stark apparatus over night. The solution is allowed to cool to room temperature, is washed with aqueous sodium carbonate and water, dried and evaporated to dryness. Purification is achieved by flash column chromatography using petrol as eluant. Evaporation of the appropriate fractions gives 4-propyl-cyclohexanecarboxylic acid 4-bromo-butyl ester as the product. The structure is confirmed by 1H NMR spectroscopy and GCMS.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372307B2
Source datasetuspto-grants-2013_02
ORD IDord-e569159be1f043a180086ddbee91d01a
Source noteuspto-grants-2013_02