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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
  • Nawrot, Ewelina
  • Joñczyk, Andrzej
Type
Published Article
Journal
The Journal of organic chemistry
Publication Date
Dec 21, 2007
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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