m-Nitroacetophenone → alpha-Methyl-3-nitrobenzenemethanol
Reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10](=[O:12])[CH3:11])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[BH4-].[Na+]>CO.ClCCl>[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]([OH:12])[CH3:11])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
26.4 g (160 mmol) of 1-(3-nitrophenyl)ethanone are suspended in 270 ml of methanol, and 6.1 g (160 mmol) of sodium borohydride are added in portions with ice cooling. The reaction mixture is subsequently stirred for a further 3 h without cooling, diluted with 300 ml of dichloromethane and washed with 3×200 ml of water. The organic phase is dried over sodium sulfate and evaporated to dryness.
Workup
- temperaturewithout cooling
- washwashed with 3×200 ml of water
- dry with materialThe organic phase is dried over sodium sulfate
- customevaporated to dryness
Sources & evidence
- ORD record
- ord-68cae19d5e03440abae9b8c78f7b0c6c
- Source dataset
- uspto-grants-2011_12
- Patent number
- US08071593B2
Reaction notes
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