Cesium carbonate → 2-(4-Bromo-3,5-dimethylphenoxy)acetonitrile

HRID 237460Notes

Reaction equation

HRID 237460 reaction equation
[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([OH:9])=[CH:4][C:3]=1[CH3:10].C([O-])([O-])=O.[Cs+].[Cs+].Br[CH2:18][C:19]#[N:20]>CN(C)C=O>[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([O:9][CH2:18][C:19]#[N:20])=[CH:4][C:3]=1[CH3:10]

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 11534BromoacetonitrileHCID 819704-Bromo-3,5-dimethylphenol

Product 1

HCID 226884542-(4-Bromo-3,5-dimethylphenoxy)acetonitrile

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
35 °C

Procedure

To a solution of 4-bromo-3,5-dimethylphenol (500 mg) and Cs2CO3 (1.3 g) in N,N-dimethylformamide (5 mL) is added 2-bromoacetonitrile (290 μL) and the mixture is stirred for 2 hours at 35° C. The mixture is poured on water and stirred for 15 minutes. The precipitate is folitered off and dried to give the title compound. Yield: 535 mg; Mass spectrum (EI): m/z=239 [M]+.

Workup

  1. additionThe mixture is poured on water
  2. stirringstirred for 15 minutes
  3. customdried

Sources & evidence

ORD record
ord-3280135496314942a93d4b7ce9275b50
Source dataset
uspto-grants-2014_02
Patent number
US08642585B2

Reaction notes

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