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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1377532Generated: October 31, 2026

Water → 3-(Cyclopentyloxy)-4-methoxyphenylacetonitrile

https://huagongshe.com/reaction/1377532

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CyanideHCID 9032—
Reactant4-(Chloromethyl)-2-(cyclopentyloxy)-1-methoxybenzeneHCID 10900766—
CatalystBenzyl triethylammonium chlorideHCID 66133—
SolventDichloromethaneHCID 6344—
Product3-(Cyclopentyloxy)-4-methoxyphenylacetonitrileHCID 1072822896.2%

Reaction Steps

A mixture of 3-cyclopentyloxy-4-methoxybenzyl chloride (119 g, 0.49 mol), 120 ml of methylene chloride, KCN (70.7 g, 1.09 mol), benzyltriethylammonium chloride (35 g, 0. 015 mol) and water el20 ml) was stirred vigorously at room temperature for 48 hours when the reaction was complete by HPLC. The reaction mixture was diluted with methylene chloride and the layers were separated. The methylene chloride solution was extracted several times with water and evaporated to afford 3-cyclopentyloxy-4-methoxyphenylacetonitrile (109 g, 95%) of sufficient purity to be used in the subsequent transformation.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05665737
Source datasetuspto-grants-1997_09
ORD IDord-fae6f7deab4d49f1aa4664805a03df6a
Source noteuspto-grants-1997_09