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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1085653Generated: October 30, 2026

Phenolate Sodium → 1-Chloro-2-(1-ethylcyclopentyl)-2-phenoxyethylene

https://huagongshe.com/reaction/1085653

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolate SodiumHCID 4445035—
Reactant1-(2,2-Dichlorovinyl)-1-ethylcyclopentaneHCID 13209191—
SolventDichloromethaneHCID 6344—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product1-Chloro-2-(1-ethylcyclopentyl)-2-phenoxyethyleneHCID 5399915688%

Reaction Conditions

Temperature210 °C

Reaction Steps

140 g (4.2 mol) of sodium phenolate in 500 ml of N-methylpyrrolidone were heated to 200° C. 116 g (0.6 mol) of 1-(2,2-dichlorovinyl)-1-ethyl-cyclopentane were added dropwise so slowly that the reaction temperature did not fall below 195° C. The mixture was then stirred for a further hour at 210° C. After the mixture had cooled, it was diluted with methylene chloride and extracted several times by shaking with 2N sodium hydroxide solution. The organic phase, which had been dried over sodium sulphate, was concentrated in vacuo, and the residue was fractionated. 132 g (88% of theory) of 1-chloro-2-(1-ethylcyclopentyl)-2-phenoxy-ethylene of boiling point 115° to 125° C./0.1 mm Hg were obtained. ##STR21##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05010208
Source datasetuspto-grants-1991_04
ORD IDord-9f4e914190a54fa7bb7f903ccc869e5b
Source noteuspto-grants-1991_04