Benzaldehyde → N-Methylbenzylamine

HRID 432970Notes

Reaction equation

HRID 432970 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]=1

Participants

5

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

  1. customThe solvent was removed out under reduced pressure
  2. dissolutionthe residue dissolved in chloroform
  3. washThe chloroform was washed with brine
  4. dry with materialdried over magnesium sulphate
  5. 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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