Potassium Carbonate → o-Cresol, 4-bromo-alpha,alpha,alpha-trifluoro-

HRID 271651Notes

Reaction equation

HRID 271651 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8]C)=[C:4]([C:10]([F:13])([F:12])[F:11])[CH:3]=1.C([O-])([O-])=O.[K+].[K+]>Br.C(O)(=O)C.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([C:10]([F:11])([F:12])[F:13])[CH:3]=1

Participants

6

Reactant 2

HCID 11430Potassium CarbonateHCID 27753044-Bromo-1-methoxy-2-(trifluoromethyl)benzene

Product 1

HCID 142784o-Cresol, 4-bromo-alpha,alpha,alpha-trifluoro-

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 260Hydrogen BromideSolventHCID 962WaterSolvent

Procedure

A solution of 3.0 g (11.8 mmol) 4-bromo-1-methoxy-2-trifluoromethyl-benzene in 20 mL 1 M HBr in glacial acetic acid is stirred for 60 h at 90° C. The reaction solution is diluted with 300 mL water, adjusted to pH 7 with K2CO3. The aqueous phase is extracted with EtOAc, the combined organic extracts are with washed 40 mL quarter-saturated NaHCO3 solution and dried over MgSO4. The solvent is eliminated i.vac. and the product is further reacted without any more purification.

Workup

  1. extractionThe aqueous phase is extracted with EtOAc
  2. washwith washed 40 mL quarter-saturated NaHCO3 solution
  3. dry with materialdried over MgSO4
  4. customand the product is further reacted without any more purification

Sources & evidence

ORD record
ord-9bc6fed42f4d41b6ad20d5843bc30211
Source dataset
uspto-grants-2008_11
Patent number
US07452911B2

Reaction notes

Loading…