alpha,alpha,alpha-Trifluoro-m-tolunitrile → HCID 12056227, compound

HRID 1057277Notes

Reaction equation

HRID 1057277 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[C:6]#[N:7].[F:13][C:14]([F:31])([C:27]([F:30])([F:29])[F:28])[C:15]([N:17]=[C:18]([C:23]([F:26])([F:25])[F:24])[C:19]([F:22])([F:21])[F:20])=[O:16]>C(OCC)C>[F:13][C:14]([F:31])([C:15]1[O:16][C:6]([C:5]2[CH:8]=[CH:9][CH:10]=[C:3]([C:2]([F:11])([F:12])[F:1])[CH:4]=2)=[N:7][C:18]([C:19]([F:21])([F:22])[F:20])([C:23]([F:26])([F:24])[F:25])[N:17]=1)[C:27]([F:30])([F:29])[F:28]

Participants

4

Reactant 2

HCID 67783alpha,alpha,alpha-Trifluoro-m-tolunitrileHCID 14272804HCID 14272804, compound

Product 1

HCID 12056227HCID 12056227, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

3-Trifluoromethylbenzonitrile (1.69 g, 0.01 mole) and 2,2,3,3,3-pentafluoro-N-{2,2,2-trifluoro-1-(trifluoromethyl)ethylidene}propanamide (4.67 g, 0.015 mole) were dissolved in diethyl ether, sealed in an ampoule and kept at 60° C. for six hours. The solvent was evaporated and the residue distilled at reduced pressure to give a colorless oil, 4.4 g. (90 percent). PMR (CDCl3), 7.70 t (1H), 7.95 d (1H), 8.30 s&d (2H); 19F NMR, −45.68 (2F), −5.49 (3F), −10 (6F), 14.11 (3F).

Workup

  1. customsealed in an ampoule
  2. customThe solvent was evaporated
  3. distillationthe residue distilled at reduced pressure
  4. customto give a colorless oil, 4.4 g

Sources & evidence

ORD record
ord-787e46f7b385477b8e89725d60df8ca9
Source dataset
uspto-grants-2003_02
Patent number
US06514911B1

Reaction notes

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