Tetrahydrofuran → (4,5-Difluoro-2-nitrophenyl)methanol
Reaction equation
[F:1][C:2]1[C:10]([F:11])=[CH:9][C:5]([C:6](O)=[O:7])=[C:4]([N+:12]([O-:14])=[O:13])[CH:3]=1.C1COCC1>CO>[F:1][C:2]1[C:10]([F:11])=[CH:9][C:5]([CH2:6][OH:7])=[C:4]([N+:12]([O-:14])=[O:13])[CH:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
4,5-Difluoro-2-nitro-benzoic acid (3.05 g, 15 mmol) was combined with THF (20 mL), and then BH3 THF (35 mL) was added over 15 min. The resulting mixture was stirred overnight at 60° C. and then cooled to room temperature. Methanol was added, and the resulting mixture was stirred 15 min. The solvent was removed to yield an oil, which was purified by silica gel chromatography to yield a residue.
Workup
- temperaturecooled to room temperature
- stirringthe resulting mixture was stirred 15 min
- customThe solvent was removed
- customto yield an oil, which
- customwas purified by silica gel chromatography
- customto yield a residue
Sources & evidence
- ORD record
- ord-88247b6c27f640beb04eed42e43c2149
- Source dataset
- uspto-grants-2011_12
- Patent number
- US08076358B2
Reaction notes
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