HCID 58056219, compound → HCID 58056117, compound

HRID 1773520Notes

Reaction equation

HRID 1773520 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4](/[CH:10]=[CH:11]/[CH2:12][OH:13])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]>C(OCC)(=O)C.[OH-].[OH-].[Pd+2]>[NH2:1][C:2]1[CH:3]=[C:4]([CH2:10][CH2:11][CH2:12][OH:13])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]

Participants

4

Reactant 1

HCID 58056219HCID 58056219, compound

Product 1

HCID 58056117HCID 58056117, compoundYield 39.6%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of (E)-3-(3-amino-4-methoxy-phenyl)-prop-2-en-1-ol (250 mg) and palladium hydroxide on carbon (20%, 50 mg) in ethyl acetate (10 mL) was stirred under hydrogen atmosphere (balloon pressure) overnight. The resulting mixture was filtered over a CELITE™ pad, the filter cake was washed with dichloromethane and the filtrate was evaporated under reduced pressure to give 100 mg of 3-(3-amino-4-methoxy-phenyl)-propan-1-ol without further purifications.

Workup

  1. filtrationThe resulting mixture was filtered over a CELITE™ pad
  2. washthe filter cake was washed with dichloromethane
  3. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-438fcae9b363407cb4dca7c8262ab448
Source dataset
uspto-grants-2016_02
Patent number
US09255110B2

Reaction notes

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