Potassium Carbonate → HCID 67466678, compound

HRID 2171101Notes

Reaction equation

HRID 2171101 reaction equation
[Br:1][C:2]1[C:7]([OH:8])=[C:6]([O:9][CH3:10])[C:5]([O:11][CH:12]([F:14])[F:13])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:22][C:23]([CH3:27])([CH3:26])[CH2:24][OH:25]>CN(C)C=O>[Br:1][C:2]1[C:7]([O:8][CH2:22][C:23]([CH3:27])([CH3:26])[CH2:24][OH:25])=[C:6]([O:9][CH3:10])[C:5]([O:11][CH:12]([F:13])[F:14])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 1425013-Bromo-2,2-dimethyl-1-propanolHCID 674670406-Bromo-3-(difluoromethoxy)-2-methoxyphenol

Product 1

HCID 67466678HCID 67466678, compoundYield 75.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

To a stirring solution of 6-bromo-3-(difluoromethoxy)-2-methoxyphenol (200 mg, 0.743 mmol) in dimethylformamide (10 mL) was added potassium carbonate (307 mg, 2.229 mmol) and 3-bromo-2,2-dimethylpropan-1-ol (248 mg, 1.486 mmol) and the resultant reaction mixture was heated to 80° C. for 2 h. The reaction mixture was cooled to RT, filtered through celite and the filtrate was concentrated under reduced pressure to afford 200 mg of 3-(6-Bromo-3-(difluoromethoxy)-2-methoxyphenoxy)-2,2-dimethylpropan-1-ol as a solid.

Workup

  1. customthe resultant reaction mixture
  2. temperatureThe reaction mixture was cooled to RT
  3. filtrationfiltered through celite
  4. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-bc09bdb654d445868ef377b9fd3e2a16
Source dataset
uspto-grants-2015_06
Patent number
US09051290B2

Reaction notes

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