2-(3-(Benzyloxy)phenyl)ethanamine → m-Tyramine

HRID 850456Notes

Reaction equation

HRID 850456 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([CH2:15][CH2:16][NH2:17])[CH:12]=[CH:13][CH:14]=1)C1C=CC=CC=1.[H][H]>[C].[Pd].C1COCC1>[OH:8][C:9]1[CH:10]=[C:11]([CH2:15][CH2:16][NH2:17])[CH:12]=[CH:13][CH:14]=1

Participants

5

Reactant 2

HCID 2074152-(3-(Benzyloxy)phenyl)ethanamineHCID 178418361HCID 178418361, compound

Product 1

HCID 11492m-TyramineYield 95.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

10% Palladium-carbon catalyst (water content 50%, 86 mg) was added to a solution of 2-(3-benzyloxyphenyl)ethylamine (434 mg, 1.91 mmol, 1.0 eq) in THF (10 ml), and the mixture was stirred at room temperature for 3 hours in a stream of hydrogen. The reaction ma ire was filtered through Celite, and the filtrate was concentrated under reduced pressure to give 2-(3-hydroxyphenyl)ethylamine (250 mg, 95.5%).

Workup

  1. filtrationThe reaction ma ire was filtered through Celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a43b55be186346cb9f598980f7df62eb
Source dataset
uspto-grants-2000_01
Patent number
US06017919

Reaction notes

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