Acetic Acid → HCID 12370788, compound

HRID 1626881Notes

Reaction equation

HRID 1626881 reaction equation
C([O:3][C:4](=[O:17])[CH:5]([C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[C:9]([OH:16])[CH:8]=1)[CH3:6])C.[OH-].[Na+].C(O)(=O)C>CCO.O>[OH:16][C:9]1[CH:8]=[C:7]([CH:5]([CH3:6])[C:4]([OH:17])=[O:3])[CH:12]=[CH:11][C:10]=1[N+:13]([O-:15])=[O:14]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 57742139HCID 57742139, compound

Product 1

HCID 12370788HCID 12370788, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
45 °C

Procedure

To a stirred solution of 2-(3-Hydroxy-4-nitro-phenyl)-propionic acid ethyl ester (1.48 g) in 90% aq. EtOH was added NaOH (1.24 g) at room temperature. After stirred for 14 h at 45° C., the reaction mixture was cooled to room temperature, diluted with water. The resulting aqueous layer was acidified with acetic acid and then extracted with dichloromethane. The combined organic layer was dried over magnesium sulfate, filtered and concentrated in vacuo. (1.30 mg, 99.5%, yellow solid)

Workup

  1. temperaturethe reaction mixture was cooled to room temperature
  2. extractionextracted with dichloromethane
  3. dry with materialThe combined organic layer was dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-44b4f638eea44eeb83f454c34abaf4e1
Source dataset
uspto-grants-2014_07
Patent number
US08785474B2

Reaction notes

Loading…