Ethyl 3-(4-aminophenyl)acrylate → Ethyl 3-(4-aminophenyl)propanoate

HRID 1270511Notes

Reaction equation

HRID 1270511 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][CH:3]=1>C(O)C.[Pd]>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 97826Ethyl 3-(4-aminophenyl)acrylate

Product 1

HCID 10442595Ethyl 3-(4-aminophenyl)propanoateYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of ethyl 3-(4-aminophenyl)acrylate (1.5 g) and 10% Pd on activated carbon (0.3 g) in ethanol (20 ml) was hydrogenated at 30 psi for 18 h and filtered over Celite. Removal of the volatiles in vacuo provided ethyl 3-(4-aminophenyl)propionate (1.5 g).

Workup

  1. filtrationfiltered over Celite
  2. customRemoval of the volatiles in vacuo

Sources & evidence

ORD record
ord-b99963ef5a6d4b1d90fbd9b64bbb0334
Source dataset
uspto-grants-2007_04
Patent number
US07202257B2

Reaction notes

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