Benzaldehyde → N-benzyl-1-naphthylethylamine

HRID 1016716Notes

Reaction equation

HRID 1016716 reaction equation
[C:1]1([CH2:11][CH2:12][NH2:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH:14](=O)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[H][H]>[Pd].CO>[CH2:14]([NH:13][CH2:12][CH2:11][C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

6

Reactant 3

HCID 240BenzaldehydeHCID 208531-NaphthaleneethanamineHCID 178418361HCID 178418361, compound

Product 1

HCID 21526835N-benzyl-1-naphthylethylamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

100 ml of methanol and 350 mmol of 1-naphthylethylamine are initially taken and 350 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-dae068dc992c48d6826ae567fa18c72a
Source dataset
uspto-grants-2002_11
Patent number
US06476268B1

Reaction notes

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