Ethyl 2-methyl-2-(4-nitrophenyl)propanoate → Ethyl 2-(4-aminophenyl)-2-methylpropanoate

HRID 1400141Notes

Reaction equation

HRID 1400141 reaction equation
[CH3:1][C:2]([C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=1)([CH3:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4]>O1CCCC1.[Pd]>[NH2:15][C:12]1[CH:11]=[CH:10][C:9]([C:2]([CH3:1])([CH3:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4])=[CH:14][CH:13]=1

Participants

4

Reactant 1

HCID 15544079Ethyl 2-methyl-2-(4-nitrophenyl)propanoate

Product 1

HCID 15544083Ethyl 2-(4-aminophenyl)-2-methylpropanoate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
23 °C

Procedure

8.7 g of ethyl 2-methyl-2-(4-nitrophenyl)propanoate are dissolved in 90 ml of tetrahydrofuran, 2 g of 5% Pd/C (52.3% of water) are added, and the mixture is stirred at 23° C. under a hydrogen atmosphere for 1 h. After aeration, the solid material is filtered off, and the filtrate is evaporated to dryness in vacuo.

Workup

  1. filtrationAfter aeration, the solid material is filtered off
  2. customthe filtrate is evaporated to dryness in vacuo

Sources & evidence

ORD record
ord-e665f4e58bd34f85a555065369c5af8b
Source dataset
uspto-grants-2014_12
Patent number
US08906930B2

Reaction notes

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