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Difluoromethyltrialkylammonium salts--their expeditious synthesis from chlorodifluoromethane and tertiary amines in the presence of concentrated aqueous sodium hydroxide. The catalytic process.

Authors
Type
Published Article
Journal
The Journal of organic chemistry
Publication Date
Volume
72
Issue
26
Pages
10258–10260
Identifiers
PMID: 18044916
Source
Medline
License
Unknown

Abstract

We found that difluorocarbene generated from chlorodifluoromethane with 50% aqueous sodium hydroxide reacts with lipophilic tertiary amines 1a-g giving difluoromethyltrialkylammonium chlorides 2a-g in high yields. Similarly, difluoromethyltrialkylammonium iodides 3h-l, nitrates 4h-k, or isothiocyanates 5i,j were synthesized from hydrophilic tertiary amines 1h-l and the corresponding sodium or potassium salts. The process is catalytic with respect to the base used.

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