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

HRID 660300Notes

Reaction equation

HRID 660300 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-ae345554e8ba49bea43a5a6d97d9c89f
Source dataset
uspto-grants-2011_12
Patent number
US08084484B2

Reaction notes

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