Sodium Hydroxide → 1,2,3,5-Tetrafluoro-4-methylbenzene

HRID 1974783Notes

Reaction equation

HRID 1974783 reaction equation
Cl[C:2]1[C:3]([F:13])=[C:4]([C:7]([F:12])=[C:8]([F:11])[C:9]=1[F:10])[C:5]#N.[OH-].[Na+]>>[F:12][C:7]1[C:8]([F:11])=[C:9]([F:10])[CH:2]=[C:3]([F:13])[C:4]=1[CH3:5]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 11615422Benzonitrile, 3-chloro-2,4,5,6-tetrafluoro-

Product 1

HCID 177508611,2,3,5-Tetrafluoro-4-methylbenzeneYield 77.3%

Procedure

3-Chloro-tetrafluorobenzonitrile was reacted at 240° C. The reaction products were collected in 300 ml of water and, after reaction was complete, the mixture was made alkaline with 40% strength by weight aqueous sodium hydroxide solution. The organic material was extracted with methyl tert.-butyl ether, analysed and then worked up by distillation. 2,3,4,6-Tetrafluoro-toluene of boiling point 108° C. was isolated in a yield of 77.3%.

Workup

  1. customThe reaction products were collected in 300 ml of water
  2. customafter reaction
  3. extractionThe organic material was extracted with methyl tert.-butyl ether
  4. distillationanalysed and then worked up by distillation

Sources & evidence

ORD record
ord-d728eb14174e44cca6791329a27396a7
Source dataset
uspto-grants-1994_02
Patent number
US05283378

Reaction notes

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