Acetone → 2-(alpha,alpha,beta,beta-Tetrafluorophenethyl)phenylacetonitrile

HRID 1834861Notes

Reaction equation

HRID 1834861 reaction equation
[F:1][C:2]([C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1[CH2:15]Br)([F:12])[C:3]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)([F:5])[F:4].[C-:21]#[N:22].[K+].CC(C)=O>O>[F:1][C:2]([C:13]1[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=1[CH2:15][C:21]#[N:22])([F:12])[C:3]([F:5])([F:4])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 180AcetoneHCID 9032Potassium CyanideHCID 203722852-(alpha,alpha,beta,beta-Tetrafluorophenethyl)benzyl bromide

Product 1

HCID 203722272-(alpha,alpha,beta,beta-Tetrafluorophenethyl)phenylacetonitrile

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-(α,α,β,β-Tetrafluorophenylethyl)benzyl bromide, 3.5 g. (0.01 mole), and 2.0 g. (0.0308 mole) of potassium cyanide are dissolved in 35 ml. of acetone - 5 ml. of water and the solution is heated to refluxing for about 18 hours. The organic phase is separated, acetone is distilled under reduced pressure, and the residual oil is dissolved in benzene. Evaporation of the washed and dried benzene extract under reduced pressure leaves the product as the residual brown oil.

Workup

  1. temperatureto refluxing for about 18 hours
  2. customThe organic phase is separated
  3. distillationacetone is distilled under reduced pressure
  4. dissolutionthe residual oil is dissolved in benzene
  5. customEvaporation of the
  6. washwashed
  7. extractiondried benzene extract under reduced pressure
  8. customleaves the product as the residual brown oil

Sources & evidence

ORD record
ord-d4fa508d8c454ce1be8e3d8d21d8b975
Source dataset
uspto-grants-1978_01
Patent number
US04071570

Reaction notes

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