Water → 4-(Trifluoromethoxy)phenylacetonitrile

HRID 2287987Notes

Reaction equation

HRID 2287987 reaction equation
[F:1][C:2]([F:13])([F:12])[O:3][C:4]1[CH:11]=[CH:10][C:7]([CH2:8]Br)=[CH:6][CH:5]=1.[C-:14]#[N:15].[Na+].O>CN(C=O)C>[F:1][C:2]([F:13])([F:12])[O:3][C:4]1[CH:11]=[CH:10][C:7]([CH2:8][C:14]#[N:15])=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 962WaterHCID 8929Sodium CyanideHCID 1427851-(Bromomethyl)-4-(trifluoromethoxy)benzene

Product 1

HCID 1426764-(Trifluoromethoxy)phenylacetonitrile

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution containing 2.085 g (8.18 mmol) of 4-trifluoromethoxybenzyl bromide in 10 mL dry DMF was added 441 mg (8.99 mmol) of sodium cyanide. The reaction was stirred for 1 h at room temperature, poured into water and extracted with of ethyl acetate (2×40 mL). The combined organic extracts were dried (MgSO4) and evaporated. The crude product was used in the next reaction without further purification.

Workup

  1. extractionextracted with of ethyl acetate (2×40 mL)
  2. dry with materialThe combined organic extracts were dried (MgSO4)
  3. customevaporated
  4. customThe crude product was used in the next reaction without further purification

Sources & evidence

ORD record
ord-4912cd840a424860ab03bf4390a9971a
Source dataset
uspto-grants-2000_07
Patent number
US06087358

Reaction notes

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