Ethanol → Ethyl 2-(4-amino-3-nitrophenyl)propanoate

HRID 1626839Notes

Reaction equation

HRID 1626839 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:12])[C:9]([OH:11])=[O:10])=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14].[CH3:16][CH2:17]O.S(=O)(=O)(O)O>O>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:12])[C:9]([O:11][CH2:16][CH3:17])=[O:10])=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14]

Participants

5

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 122268174-amino-3-nitrophenylPropanoic acid

Product 1

HCID 15558027Ethyl 2-(4-amino-3-nitrophenyl)propanoate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To the flask of 2-(4-Amino-3-nitrophenyl)propanoic acid residue was added EtOH (200 mL) and catalytic amounts of sulfuric acid (1 mL) at room temperature. The reaction mixture was refluxed for 6 hrs then cooled to room temperature. The mixture was diluted with H2O and extracted with EtOAc. The organic layer was dried over MgSO4, filtered, and concentrated in vacuo.

Workup

  1. temperatureThe reaction mixture was refluxed for 6 hrs
  2. extractionextracted with EtOAc
  3. dry with materialThe organic layer was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-f3ecf76d8428456b9cb7f470982df8ba
Source dataset
uspto-grants-2014_07
Patent number
US08785474B2

Reaction notes

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