2-[2-(3-Methyl-4-nitrophenyl)acetoxymethyl]-2-phenyl-malonic acid diethyl ester → 2-[2-(4-Amino-3-methylphenyl)acetoxymethyl]-2-phenyl-malonic acid diethyl ester

HRID 1864951Notes

Reaction equation

HRID 1864951 reaction equation
[CH2:1]([O:3][C:4](=[O:32])[C:5]([CH2:17][O:18][C:19](=[O:31])[CH2:20][C:21]1[CH:26]=[CH:25][C:24]([N+:27]([O-])=O)=[C:23]([CH3:30])[CH:22]=1)([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2]>CO.[C].[Pd]>[CH2:1]([O:3][C:4](=[O:32])[C:5]([CH2:17][O:18][C:19](=[O:31])[CH2:20][C:21]1[CH:26]=[CH:25][C:24]([NH2:27])=[C:23]([CH3:30])[CH:22]=1)([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2]

Participants

4

Reactant 1

HCID 576832232-[2-(3-Methyl-4-nitrophenyl)acetoxymethyl]-2-phenyl-malonic acid diethyl ester

Product 1

HCID 576832372-[2-(4-Amino-3-methylphenyl)acetoxymethyl]-2-phenyl-malonic acid diethyl esterYield 96.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

The 2-[2-(3-Methyl-4-nitrophenyl)acetoxymethyl]-2-phenyl-malonic acid diethyl ester (0.219 g) obtained in Example 1-3c) was dissolved in methanol (3 mL). The solution was subjected to hydrogenation in the presence of 7.5% palladium-carbon (0.030 g) under normal pressure to give the title compound (0.197 g) as a yellow oil.

Sources & evidence

ORD record
ord-d3b58065c19143cd9a258411dcd8576b
Source dataset
uspto-grants-2009_12
Patent number
US07625948B2

Reaction notes

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