1-Phenethylamine → HCID 3144567, compound

HRID 1016712Notes

Reaction equation

HRID 1016712 reaction equation
[C:1]1([CH:7]([NH2:9])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:10][O:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=O)=[CH:14][CH:13]=1.[H][H]>[Pd].CO>[CH3:10][O:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16][NH:9][CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH3:8])=[CH:14][CH:13]=1

Participants

6

Reactant 3

HCID 74081-PhenethylamineHCID 312444-MethoxybenzaldehydeHCID 178418361HCID 178418361, compound

Product 1

HCID 3144567HCID 3144567, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

100 ml of methanol and 100 mmol of 1-phenylethylamine are initially taken, and 100 mmol of 4-methoxybenzaldehyde 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-f4dd802ede834ba49a74be4cae5792e0
Source dataset
uspto-grants-2002_11
Patent number
US06476268B1

Reaction notes

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