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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 27932Generated: October 26, 2026

Dicyclohexylcarbodiimide → alpha-Cyano-4-fluoro-3-phenoxybenzyl 2-(2-benzothienyl)-3-methylbutanoate

https://huagongshe.com/reaction/27932

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant2-(4-Fluoro-3-phenoxyphenyl)-2-hydroxyacetonitrileHCID 10377109—
Reactant2-(1-Benzothiophen-2-yl)-3-methylbutanoic acidHCID 23340392—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Productalpha-Cyano-4-fluoro-3-phenoxybenzyl 2-(2-benzothienyl)-3-methylbutanoateHCID 53954344—

Reaction Steps

To a stirred solution of α-cyano-4-fluoro-3-phenoxybenzyl alcohol (437 mg, 1.8 mmol), 2-(2-benzothienyl)-3-methylbutanoic acid (2.0 mmol) and 4-dimethylaminopyridine (0.65 mmol) in 20 ml of methylene chloride and 2 ml of dimethylformamide is added N,N'-dicyclohexylcarbodiimide (2.0 mmol). The reaction mixture is stirred, under nitrogen, for two hours and then filtered and extracted with water. The aqueous phase is extracted with ether. The combined organic phases are washed with saturated aqueous sodiun bicarbonate, water and saturated aqueous sodium chloride, dried over calcium sulfate and solvent evaporated to give α-cyano-4-fluoro-3-phenoxybenzyl 2-(2-benzothienyl)-3-methylbutanoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04224330
Source datasetuspto-grants-1980_09
ORD IDord-fa885fafef884d65a8626fc600140364
Source noteuspto-grants-1980_09