1-Azido-3-(4-methoxy-phenyl)-propan-2-ol → 1-Amino-3-(4-methoxyphenyl)propan-2-ol

HRID 33968Notes

Reaction equation

HRID 33968 reaction equation
[N:1]([CH2:4][CH:5]([OH:15])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1)=[N+]=[N-].[H][H]>CO.[OH-].[OH-].[Pd+2]>[NH2:1][CH2:4][CH:5]([OH:15])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1

Participants

5

Reactant 2

HCID 597965141-Azido-3-(4-methoxy-phenyl)-propan-2-olHCID 178418361HCID 178418361, compound

Product 1

HCID 597965051-Amino-3-(4-methoxyphenyl)propan-2-ol

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To a stirring solution of 1-azido-3-(4-methoxy-phenyl)-propan-2-ol (1.3 g, 6.3 mmol) in 50 mL methanol under a nitrogen atmosphere was added 10 mg of 10% Pd(OH)2/C. The mixture was stirred under a balloon atmosphere of hydrogen for 18 h. The reaction mixture was filtered through a bed of celite, and the filtrate reduced to a clear oil under reduced pressure. M+1=170.

Workup

  1. filtrationThe reaction mixture was filtered through a bed of celite

Sources & evidence

ORD record
ord-2eba02d979a249f3b4fdd36dca0cf6c2
Source dataset
uspto-grants-2008_09
Patent number
US07429594B2

Reaction notes

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