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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1982589Generated: November 1, 2026

Water → 3-Difluoromethoxy-benzyl 2,2-dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylate

https://huagongshe.com/reaction/1982589

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium HydroxideHCID 14797—
ReactantPermethric acidHCID 91658—
Reactant3-(Difluoromethoxy)benzyl bromideHCID 2736999—
CatalystTetrabutylammonium BromideHCID 74236—
SolventTolueneHCID 1140—
Product3-Difluoromethoxy-benzyl 2,2-dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylateHCID 2331703478%

Reaction Steps

6.81 g (0.03 mol) of 3-difluoromethoxy-benzyl bromide and 6.27 g (0.03 mol) of 2,2-dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylic acid were dissolved in 150 ml of toluene, 0.5 g of tetrabutylammonium bromide and 2 g of powdered KOH (industrial product, 87% pure) were added and the mixture was heated to the boil for 2-3 hours. After cooling, the reaction mixture was poured into 150 ml of water, the toluene phase was separated off, washed with 100 ml of water and dried with sodium sulphate and the toluene was distilled off in vacuo. Last residues of solvent were removed by incipient distillation at a bath temperature of 60°-80° C./0.2 to 1 mm Hg. 8.3 g (78% of theory) of 3-difluoromethoxy-benzyl 2,2-dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylate were obtained as a viscous oil with the refractive index nD20 =1.5110.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04596880
Source datasetuspto-grants-1986_06
ORD IDord-7b3fd8f7befa4fc28c58fdb68e869403
Source noteuspto-grants-1986_06