Benzyl Bromide → 1-(Benzyloxy)-2-bromo-4-(trifluoromethyl)benzene

HRID 1945189Notes

Reaction equation

HRID 1945189 reaction equation
[CH2:1](Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:9][C:10]1[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[CH:12][C:11]=1[OH:20].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Br:9][C:10]1[CH:15]=[C:14]([C:16]([F:18])([F:19])[F:17])[CH:13]=[CH:12][C:11]=1[O:20][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 27611682-Bromo-4-(trifluoromethyl)phenol

Product 1

HCID 187826691-(Benzyloxy)-2-bromo-4-(trifluoromethyl)benzene

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Benzyl bromide (21.4 ml) was added to a stirred mixture of 2-bromo-4-trifluoromethylphenol (46.4 g) and potassium carbonate (39 g) in DMF (200 ml). After 18 h, the mixture was partitioned between diethylether and water, the organic layer washed with water, 2M sodium hydroxide solution, water, dried and the solvent evaporated under reduced pressure. Yield 58.7 g

Workup

  1. customthe mixture was partitioned between diethylether and water
  2. washthe organic layer washed with water, 2M sodium hydroxide solution, water
  3. customdried
  4. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-45f156d634c14b7b8dedddfb5ae35f0e
Source dataset
uspto-grants-2013_03
Patent number
US08394986B2

Reaction notes

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