Water → 2,5-Difluorophenol allyl ether
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[OH:9].C(=O)([O-])[O-].[K+].[K+].[CH2:16](Br)[CH:17]=[CH2:18].O>CC(C)=O>[CH2:18]([O:9][C:3]1[CH:4]=[C:5]([F:8])[CH:6]=[CH:7][C:2]=1[F:1])[CH:17]=[CH2:16]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
10 g of 2,5-difluorophenol was dissolved in 120 ml dimethylformaldehyde, 21 g of potassium carbonate and 8.57 ml allyl bromide were added in this order thereto at room temperature and then the resulting mixture was stirred at 80° C. for 1 hour. After water was added to the reaction mixture, it was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and then evaporated. The resulting residue was subjected to silica gel chromatography (developing solvent: 5% ethyl acetate/n-hexane) to give 13 g of 2,5-difluorophenol allyl ether as a colorless oil.
Workup
- extractionwas extracted with ethyl acetate
- washThe organic layer was washed with brine
- dry with materialdried over anhydrous magnesium sulfate
- customevaporated
Sources & evidence
- ORD record
- ord-1bc6763f07b647dd86764466ea2ca3b9
- Source dataset
- uspto-grants-2002_03
- Patent number
- US06355669B1
Reaction notes
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