Nitric Acid → 3,5-Difluoro-4-nitrophenol
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([F:8])[CH:7]=1.[N+:10]([O-])([OH:12])=[O:11]>ClCCl>[N+:10]([C:7]1[C:2]([F:1])=[CH:3][C:4]([OH:9])=[CH:5][C:6]=1[F:8])([O-:12])=[O:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 3,5-difluorophenol (1.3 g, 10 mmol) in dichloromethane (50 ml) at 0° C. was treated with nitric acid (70%, 0.7 ml, 10 mmol). The cooling bath was removed and after 30 min at room temperature the solution washed with water then dried over MgSO4, filtered and evaporated. The product was purified by silica gel chromatography eluting with 20 to 50% ethyl acetate in hexane to yield the title compound, 440 mg.
Workup
- customThe cooling bath was removed and after 30 min at room temperature the solution
- washwashed with water
- dry with materialthen dried over MgSO4
- filtrationfiltered
- customevaporated
- customThe product was purified by silica gel chromatography
- washeluting with 20 to 50% ethyl acetate in hexane
Sources & evidence
- ORD record
- ord-e8ea07d41e5e4d439646407dc9d6640a
- Source dataset
- uspto-grants-2013_07
- Patent number
- US08481566B2
Reaction notes
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