Methallyl alcohol → 2,4,5-Trifluoro-6-methallyloxyisopthalonitrile

HRID 65456

Reaction equation

HRID 65456 reaction equation
F[C:2]1[C:7]([C:8]#[N:9])=[C:6]([F:10])[C:5]([C:11]#[N:12])=[C:4]([F:13])[C:3]=1[F:14].[CH3:15][C:16]([CH2:18][OH:19])=[CH2:17].[F-].[K+]>C(#N)C>[F:10][C:6]1[C:5]([C:11]#[N:12])=[C:4]([F:13])[C:3]([F:14])=[C:2]([O:19][CH2:18][C:16](=[CH2:15])[CH3:17])[C:7]=1[C:8]#[N:9]

Participants

5

Reactant 3

HCID 10557Methallyl alcoholHCID 522689Potassium FluorideHCID 608182Tetrafluoroisophthalonitrile

Product 1

HCID 137155472,4,5-Trifluoro-6-methallyloxyisopthalonitrile

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The mixture of 3.0 g of tetrafluoroisophthalonitrile, 1.2 g of β-methallyl alcohol and 1.8 g of potassium fluoride in 30 ml of acetonitrile was stirred at room temperature for 10 hours. The mixture was cooled and filtered. The filtrate was evaporated under reduced pressure. After 50 ml of water was added to the residue, the mixture was extracted with carbon tetrachloride, washed with water, and dried over sodium sulfate. After evaporating carbon tetrachloride, the residue of 2.9 g (crystal) was obtained.

Workup

  1. temperatureThe mixture was cooled
  2. filtrationfiltered
  3. customThe filtrate was evaporated under reduced pressure
  4. additionAfter 50 ml of water was added to the residue
  5. extractionthe mixture was extracted with carbon tetrachloride
  6. washwashed with water
  7. dry with materialdried over sodium sulfate
  8. customAfter evaporating carbon tetrachloride
  9. customthe residue of 2.9 g (crystal) was obtained

Sources & evidence

ORD record
ord-7831062aa16349ff9fea5a3d81370c9c
Source dataset
uspto-grants-1986_09
Patent number
US04614742

Linked notes

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