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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1253129Generated: October 31, 2026

N-methyl-2-pyrrolidone → [(1-Chloro-3,3,4-trimethylpent-1-en-2-yl)oxy]benzene

https://huagongshe.com/reaction/1253129

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantPhenolate SodiumHCID 4445035—
Reactant1,1-Dichloro-3,3,4-trimethylpent-1-eneHCID 13295224—
SolventDichloromethaneHCID 6344—
Product[(1-Chloro-3,3,4-trimethylpent-1-en-2-yl)oxy]benzeneHCID 5451470771%

Reaction Conditions

Temperature200 °C

Reaction Steps

487 g of sodium phenolate are introduced into 1.6 liters of N-methylpyrrolidone at about 100° C., and dissolved by heating the mixture to 200° C. 360 g (2 mols) of 1,1-dichloro-3,3,4-trimethyl-pent-1-ene are added dropwise in the course of 3 hours at a rate such that the temperature of the reaction mixture does not fall below 195° C. Thereafter, the mixture is heated at 200°-210° C. for 8 hours. Working-up is carried out by diluting the solution with methylene chloride and extracting it by shaking withh dilute sodium hydroxide solution. After drying and stripping off the solvent, 406 g of crude product remain, this product being distilled at 105°-120° C./0.1 mbar. 337 g (71% of theory) of 1-chloro-2-phenoxy-3,3,4-trimethyl-pent-1-ene are obtained. ##STR18##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04747869
Source datasetuspto-grants-1988_05
ORD IDord-35e6bdee1bb34e1aa34a6016da6887ce
Source noteuspto-grants-1988_05