Acetic Acid → HCID 57742178, compound

HRID 660288Notes

Reaction equation

HRID 660288 reaction equation
[O:1]=[C:2]1[CH2:7][O:6][C:5]2[CH:8]=[C:9]([CH:12]([CH3:18])[C:13]([O:15]CC)=[O:14])[CH:10]=[CH:11][C:4]=2[NH:3]1.[OH-].[Na+].CC(O)=O>CCO.O>[O:1]=[C:2]1[CH2:7][O:6][C:5]2[CH:8]=[C:9]([CH:12]([CH3:18])[C:13]([OH:15])=[O:14])[CH:10]=[CH:11][C:4]=2[NH:3]1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 57742155HCID 57742155, compound

Product 1

HCID 57742178HCID 57742178, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

A solution of Ethyl 2-(3,4-dihydro-3-oxo-2H-benzo[b][1,4]oxazin-7-yl)propanoate (80 mg, 0.321 mmol) in 90% aq. EtOH (5 mL) was added NaOH (64 mg, 1.60 mmol) at room temperature. The reaction mixture was stirred for 12 hrs at 50° C. then cooled to room temperature. The mixture was diluted with H2O (20 mL) and acidified with AcOH then extracted with CH2Cl2. The organic layer was dried over MgSO4, filtered, and concentrated in vacuo.

Workup

  1. temperaturethen cooled to room temperature
  2. extractionthen extracted with CH2Cl2
  3. dry with materialThe organic layer was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-ef61d0046e2249b3ba5b4c23e8d7f126
Source dataset
uspto-grants-2011_12
Patent number
US08084484B2

Reaction notes

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