Benzaldehyde → N-Methylbenzylamine
Reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:9][NH2:10].[BH4-].[Na+]>CO>[CH3:9][NH:10][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of benzaldehyde (2.0 ml, 20.0 mmol) and methylamine (2.0M in THF) (20.0 ml, 40.0 mmol) and methanol (20 ml) was stirred at room temperature for 20 h under a nitrogen atmosphere. Sodium borohydride (2.27 g, 60.0 mmol) was added to the solution and it was stirred at room temperature for 2 h. The solvent was removed out under reduced pressure and the residue dissolved in chloroform. The chloroform was washed with brine, and dried over magnesium sulphate. The solvent was removed under reduced pressure to yield a yellow oil (1.32 g, 55%).
Workup
- customThe solvent was removed out under reduced pressure
- dissolutionthe residue dissolved in chloroform
- washThe chloroform was washed with brine
- dry with materialdried over magnesium sulphate
- customThe solvent was removed under reduced pressure
Sources & evidence
- ORD record
- ord-6945ce3192054dbcb8a7ebb84445374c
- Source dataset
- uspto-grants-2003_12
- Patent number
- US06664407B2
Reaction notes
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