[(R)-2-Hydroxy-1-(4-methoxy-phenyl)-ethyl]-carbamic acid benzyl ester → (R)-2-Amino-2-(4-methoxyphenyl)ethanol

HRID 454976Notes

Reaction equation

HRID 454976 reaction equation
C(OC(=O)[NH:10][C@H:11]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=1)[CH2:12][OH:13])C1C=CC=CC=1>CO.[Pd]>[NH2:10][C@H:11]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=1)[CH2:12][OH:13]

Participants

4

Reactant 1

HCID 10957582[(R)-2-Hydroxy-1-(4-methoxy-phenyl)-ethyl]-carbamic acid benzyl ester

Product 1

HCID 10866717(R)-2-Amino-2-(4-methoxyphenyl)ethanolYield 102.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of [(R)-2-Hydroxy-1-(4-methoxy-phenyl)-ethyl]-carbamic acid benzyl ester (761 mg, 2.53 mmol) and Pd/C (76 mg) in MeOH (8 mL) was stirred under H2 (1 atm) for 1.5 h. The mixture was filtered and the filtrate was concentrated to give the titled compound (432 mg, 100%).

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-4d7ab107b2a0412cb75ad6324915fa04
Source dataset
uspto-grants-2013_07
Patent number
US08497271B2

Reaction notes

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