Acetic Acid → HCID 53747794, compound

HRID 1626871Notes

Reaction equation

HRID 1626871 reaction equation
[O:1]=[C:2]1[NH:6][C:5]2[CH:7]=[CH:8][C:9]([CH:11]([CH3:17])[C:12]([O:14]CC)=[O:13])=[CH:10][C:4]=2[O:3]1.[OH-].[Na+].O.C(O)(=O)C>CCO>[O:1]=[C:2]1[NH:6][C:5]2[CH:7]=[CH:8][C:9]([CH:11]([CH3:17])[C:12]([OH:14])=[O:13])=[CH:10][C:4]=2[O:3]1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 57742166HCID 57742166, compound

Product 1

HCID 53747794HCID 53747794, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
45 °C

Procedure

A solution of Ethyl 2-(2,3-dihydro-2-oxobenzo[d]oxazol-6-yl)propanoate (95 mg, 0.404 mmol) in 90% aq. EtOH (5 mL) was added sodium hydroxide (82 mg, 2.05 mmol) at room temperature. The reaction mixture was stirred for 24 hours at 45° C. and cooled to room temperature. The mixture was added water (10 mL) and acidified with acetic acid (pH=4). The mixture was extracted with methylene chloride. The organic layer was dried with MgSO4 and filtered. The filtrate was concentrated in vacuo.

Workup

  1. temperaturecooled to room temperature
  2. extractionThe mixture was extracted with methylene chloride
  3. dry with materialThe organic layer was dried with MgSO4
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-1e346974ec9d4fdf9ce3f26278eebe9d
Source dataset
uspto-grants-2014_07
Patent number
US08785474B2

Reaction notes

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