Benzaldehyde → N-Benzylidene-2,4-difluorobenzylamine

HRID 974398

Reaction equation

HRID 974398 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH2:4][NH2:5].[CH:11](=O)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.O>C1(C)C=CC=CC=1>[CH:11](=[N:5][CH2:4][C:3]1[CH:6]=[CH:7][C:8]([F:10])=[CH:9][C:2]=1[F:1])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 962WaterHCID 27332442,4-Difluorobenzylamine

Product 1

HCID 19986446N-Benzylidene-2,4-difluorobenzylamine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

50.2 g (0.35 mol) of 2,4-difluorobenzylamine and 37.1 g (0.35 mol) of benzaldehyde are dissolved in 140 ml of toluene and heated to reflux. The water produced is separated off using a water separator. The reaction is complete (GC check) after two hours. The solution is evaporated on a vacuum rotary evaporator. 78.9 g (97% of theory) of a slightly yellow liquid are obtained.

Workup

  1. temperatureheated to reflux
  2. customis separated off
  3. customafter two hours
  4. customThe solution is evaporated on a vacuum rotary evaporator
  5. custom78.9 g (97% of theory) of a slightly yellow liquid are obtained

Sources & evidence

ORD record
ord-6267607942ce40488e1d03f6daa5f76d
Source dataset
uspto-grants-1991_11
Patent number
US05068371

Linked notes

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