Phenethylamine, 4-(benzyloxy)-3-methoxy- → 3-Methoxytyramine

HRID 2122109Notes

Reaction equation

HRID 2122109 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][NH2:17])=[CH:11][C:10]=1[O:18][CH3:19])C1C=CC=CC=1.[H][H]>[Pd].O1CCCC1>[NH2:17][CH2:16][CH2:15][C:12]1[CH:13]=[CH:14][C:9]([OH:8])=[C:10]([O:18][CH3:19])[CH:11]=1

Participants

5

Reactant 2

HCID 200382Phenethylamine, 4-(benzyloxy)-3-methoxy-HCID 178418361HCID 178418361, compound

Product 1

HCID 16693-Methoxytyramine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

0.5 g of palladium on charcoal (10%) were added to 5 g (19.5 mmol) of 2-[4-(benzyloxy)-3-methoxyphenyl]ethylamine [cf.: Heterocycles, Vol. 28, 297-298 (1989)] in 100 ml of tetrahydrofuran and the mixture was hydrogenated under atmospheric pressure. After the uptake of hydrogen had ended, the mixture was filtered and the filtrate was freed from the solvent.

Workup

  1. filtrationthe mixture was filtered

Sources & evidence

ORD record
ord-ee8b5c659abf4372883248b7b14ea969
Source dataset
uspto-grants-2004_02
Patent number
US06696607B2

Reaction notes

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