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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 46918Generated: October 29, 2026

Dichloromethane → 1,2,3-Trimethyl-3-phenyl-1,2-methylene pyrrolidinium tetrafluoroborate

https://huagongshe.com/reaction/46918

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantDiazomethaneHCID 9550—
Reactant1,2,3-Trimethyl-3-phenyl-1-pyrrolinium tetrafluoroborateHCID 20348605—
SolventDiethyl EtherHCID 3283—
Product1,2,3-Trimethyl-3-phenyl-1,2-methylene pyrrolidinium tetrafluoroborateHCID 20348664—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 17 g. of 1,2,3-trimethyl-3-phenyl-1-pyrrolinium tetrafluoroborate in 400 cc. of dichloromethane was stirred and cooled to 0° C. in an ice-water bath. A solution of diazomethane in diethyl ether was added dropwise to the reaction mixture over 21/2 hours. The reaction mixture was warmed to 25° C. and stirred for 12 hours. The solvent was evaporated from the reaction mixture under reduced pressure to provide 1,2,3-trimethyl-3-phenyl-1,2-methylene pyrrolidinium tetrafluoroborate as a solid. M.P. 151°-155° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04175197
Source datasetuspto-grants-1979_11
ORD IDord-2ba5b7c9406742bbb90dd9e81bf609e5
Source noteuspto-grants-1979_11