Ethanol → 4-(Difluoromethoxy)phenol

HRID 1074289Notes

Reaction equation

HRID 1074289 reaction equation
[F:1][CH:2]([F:15])[O:3][C:4]1[CH:9]=[CH:8][C:7]([O:10]C(C)(C)C)=[CH:6][CH:5]=1.C(O)C.S(=O)(=O)(O)O>O>[F:1][CH:2]([F:15])[O:3][C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 221563961-tert-Butoxy-4-(difluoromethoxy)benzene

Product 1

HCID 27741244-(Difluoromethoxy)phenolYield 72%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

30 g of 1-(difluoromethoxy)-4-(tert.-butoxy)benzene from Example 4a), 200 ml of ethanol, 50 ml of water and 10 ml of concentrated sulfuric acid were stirred at 80° C. for 2 hours. The reaction mixture was extracted with ether, the organic phase was dried and filtered, and the filtrate was concentrated to give 16 g of 4-difluoromethoxyphenol.

Workup

  1. extractionThe reaction mixture was extracted with ether
  2. customthe organic phase was dried
  3. filtrationfiltered
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-fce842478d024865b82ac1f5df5ccecd
Source dataset
uspto-grants-1990_11
Patent number
US04973736

Reaction notes

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