Benzaldehyde → N-benzyl-1-(4-methylphenyl)ethylamine

HRID 1016713Notes

Reaction equation

HRID 1016713 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([NH2:10])[CH3:9])=[CH:4][CH:3]=1.[CH:11](=O)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[H][H]>[Pd].CO>[CH2:11]([NH:10][CH:8]([C:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=1)[CH3:9])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

6

Reactant 3

HCID 240BenzaldehydeHCID 5773861-(4-Methylphenyl)ethanamineHCID 178418361HCID 178418361, compound

Product 1

HCID 2756661N-benzyl-1-(4-methylphenyl)ethylamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

100 ml of methanol and 100 mmol of 4-methyl-1-phenylethylamine are initially taken, and 100 mmol of benzaldehyde are added dropwise at 24° C. in the course of 15 minutes. Stirring is effected for 6 hours at 24° C., the completeness of the iminization is checked by GC, 0.5 g of Pd/C (10% by weight) is added and the crude mixture is hydrogenated with hydrogen for 5 hours at atmospheric pressure. A sample is taken and the composition is investigated by GC analysis.

Workup

  1. additionis added

Sources & evidence

ORD record
ord-25031d844fc649a0b364bfe3b8e62bcc
Source dataset
uspto-grants-2002_11
Patent number
US06476268B1

Reaction notes

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