1-(3-Benzyloxy-4-nitrophenyl)-2-methylpentan-3-one → 1-(4-Amino-3-benzyloxyphenyl)-2-methylpentan-3-one

HRID 660700Notes

Reaction equation

HRID 660700 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH2:18][CH:19]([CH3:24])[C:20](=[O:23])[CH2:21][CH3:22])[CH:12]=[CH:13][C:14]=1[N+:15]([O-])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CCOC(C)=O.[Pt]>[NH2:15][C:14]1[CH:13]=[CH:12][C:11]([CH2:18][CH:19]([CH3:24])[C:20](=[O:23])[CH2:21][CH3:22])=[CH:10][C:9]=1[O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 688399931-(3-Benzyloxy-4-nitrophenyl)-2-methylpentan-3-one

Product 1

HCID 688379571-(4-Amino-3-benzyloxyphenyl)-2-methylpentan-3-one

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 1-(3-benzyloxy-4-nitrophenyl)-2-methylpentan-3-one (450 mg) and Pt/C (22 mg) in EtOAc (15 mL) is hydrogenated at 1 atm for 18 h. The catalyst is filtered and the filtrate evaporated to give the title compound which is used directly in the next step.

Workup

  1. filtrationThe catalyst is filtered
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-3252999f746542b580a75cab8b4636cb
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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