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

HRID 1916557Notes

Reaction equation

HRID 1916557 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-e4995eef19f04a5cb427ef2e5989bcca
Source dataset
uspto-grants-2013_12
Patent number
US08618132B2

Reaction notes

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