1,2-Difluoro-4,5-dimethoxybenzene → 4,5-Difluoro-2-methoxyphenol
Reaction equation
C[S-].[Na+].[F:4][C:5]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([O:13]C)=[CH:7][C:6]=1[F:15]>CN(C=O)C>[F:4][C:5]1[C:6]([F:15])=[CH:7][C:8]([OH:13])=[C:9]([O:11][CH3:12])[CH:10]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
Sodium thiomethoxide (0.4 g) was added to a solution of 1,2-difluoro-4,5-dimethoxybenzene (1.0 g) in DMF (10 ml) at RT, then heated at 100° C. for 4 h. A further 0.8 g of sodium thiomethoxide was added, the mixture heated for a further 2 h. The mixture was cooled, partitioned between ethylacetate/2M hydrochloric acid, the organics dried and evaporated under reduced pressure, yield 1.05 g
Workup
- temperaturethe mixture heated for a further 2 h
- temperatureThe mixture was cooled
- custompartitioned between ethylacetate/2M hydrochloric acid
- customthe organics dried
- customevaporated under reduced pressure, yield 1.05 g
Sources & evidence
- ORD record
- ord-ff9b2b92ded94c288010e1cf5a279e48
- Source dataset
- uspto-grants-2011_08
- Patent number
- US08003703B2
Reaction notes
Loading…