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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1028217Generated: October 31, 2026

Benzoic Acid → HCID 178511090, compound

https://huagongshe.com/reaction/1028217

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoic AcidHCID 243—
Reactant1-MethylimidazoleHCID 1390—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantHCID 178511089HCID 178511089—
SolventAcetonitrileHCID 6342—
ProductHCID 178511090HCID 17851109088.1%

Reaction Steps

To a mixture of p-toluenesulfonyl chloride (4.71 g), benzoic acid (2.52 g), N-methylimidazole (4.9 mL), and acetonitrile (50 mL), an acetonitrile (50 mL) solution of trans-(4-hydroxy-cyclohexyl)-acetonitrile (2.87 g) obtained in Example (41a) was added at 0° C. The reaction mixture was warmed to room temperature, then stirred overnight, and then concentrated. The residue was diluted with ethyl acetate, then washed with water and saturated brine, and then concentrated. The residue was purified by column chromatography (hexane/ethyl acetate) to obtain the title compound (4.42 g, 88%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735425B2
Source datasetuspto-grants-2014_05
ORD IDord-22b625db80c4489fa702594969b71b0c
Source noteuspto-grants-2014_05