2-Benzyl-3-(3-benzyloxy-4-nitrophenyl)-1-phenylpropan-1-one → 3-(4-Amino-3-benzyloxyphenyl)-1,2-diphenylpropan-1-one

HRID 660706Notes

Reaction equation

HRID 660706 reaction equation
C([CH:8]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([N+:24]([O-])=O)=[C:20]([O:27][CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:19]=1)[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:10])C1C=CC=CC=1>CCOC(C)=O.[Pt]>[NH2:24][C:21]1[CH:22]=[CH:23][C:18]([CH2:17][CH:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:10])=[CH:19][C:20]=1[O:27][CH2:28][C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

Participants

4

Reactant 1

HCID 688389182-Benzyl-3-(3-benzyloxy-4-nitrophenyl)-1-phenylpropan-1-one

Product 1

HCID 688391773-(4-Amino-3-benzyloxyphenyl)-1,2-diphenylpropan-1-one

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 2-benzyl-3-(3-benzyloxy-4-nitrophenyl)-1-phenylpropan-1-one (200 mg) in EtOAc (5 mL) is hydrogenated over 5% Pt/C (15 mg) at 1 atm for 18 h. The catalyst is filtered and the filtrate evaporated to give the title compound as a gum: (M+1)+=422.

Workup

  1. filtrationThe catalyst is filtered
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-77e72605930f44e7913e2a09c7948d63
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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