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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1789070Generated: October 31, 2026

Benzyl Chloride → 2,2-Dimethyl-1,5-diphenyl-4-(1H-1,2,4-triazol-1-yl)pentan-3-one

https://huagongshe.com/reaction/1789070

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl ChlorideHCID 7503—
ReactantPotassium HydroxideHCID 14797—
Reactant3,3-Dimethyl-4-phenyl-1-(1H-1,2,4-triazol-1-yl)butan-2-oneHCID 13210052—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product2,2-Dimethyl-1,5-diphenyl-4-(1H-1,2,4-triazol-1-yl)pentan-3-oneHCID 1321005381.8%

Reaction Conditions

Temperature50 °C

Reaction Steps

48.6 g (0.2 mol) of 3,3-dimethyl-4-phenyl-1-(1,2,4-triazol-1-yl)-butan-2-one, 27.9 g (0.22 mol) of benzyl chloride and 12.3 g (0.22 mol) of potassium hydroxide in 15 ml of water are dissolved in 300 ml of dimethylsulphoxide. The reaction mixture is stirred for a further 8 hours at 50° C. and then poured onto water. The mixture is extracted with ethyl acetate. The organic phase is concentrated and the residue is purified by column chromatography (silica gel/ethyl acetate: cyclohexane =3:1). 54.5 g (81.8% of theory) of 1,5-bisphenyl-2,2-dimethyl-4-(1,2,4-triazol-1-yl)-pentan-3-one of melting point 45°-50° C. are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04686291
Source datasetuspto-grants-1987_08
ORD IDord-6ff56abd36cd489b8cb4b6495cf0458f
Source noteuspto-grants-1987_08