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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913765Generated: October 25, 2026

Ammonium Chloride → (4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-yl)methanol

https://huagongshe.com/reaction/1913765

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant1,1'-Biphenyl-4-carboxylic acid,4'-(trifluoromethyl)-,ethyl esterHCID 54762425—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product(4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-yl)methanolHCID 2201501495.3%

Reaction Steps

12.73 ml (12.73 mmol) of a 1 M solution of lithium aluminium hydride in THF are added dropwise to a solution of 6.24 g (21.21 mmol) of ethyl 4′-trifluoromethylbiphenyl-4-carboxylate in 60 ml of dry THF at 0° C. After reaction is complete, saturated ammonium chloride solution is added to the mixture, which is taken up in ethyl acetate, and the organic phase is separated off and dried over sodium sulphate. After filtration, the solvent is removed in vacuo. The resulting crude product is purified by flash chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 5:1). 5.1 g (20.21 mmol, 95% yield) of a colourless solid are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609727B2
Source datasetuspto-grants-2013_12
ORD IDord-ef6e18355bee42b1a89274964ea39518
Source noteuspto-grants-2013_12