Methanol → HCID 54504049, compound

HRID 374509Notes

Reaction equation

HRID 374509 reaction equation
[C:1]1([N:7]2[CH2:11][CH:10]([CH2:12][O:13][C:14]3[CH:24]=[CH:23][C:17]([CH:18]=[CH:19][C:20]([OH:22])=[O:21])=[CH:16][CH:15]=3)[O:9][C:8]2=[O:25])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:26]O>>[C:1]1([N:7]2[CH2:11][CH:10]([CH2:12][O:13][C:14]3[CH:15]=[CH:16][C:17]([CH:18]=[CH:19][C:20]([O:22][CH3:26])=[O:21])=[CH:23][CH:24]=3)[O:9][C:8]2=[O:25])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 887MethanolHCID 53696476HCID 53696476, compound2×

Product 1

HCID 54504049HCID 54504049, compoundYield 94%

Procedure

In 20 ml of methanol was dissolved 200 mg of 4-(3-phenyl-2-oxooxazolidin-5-yl)methoxycinnamic acid (compound 181) obtained in Example 27. Concentrated sulfic acid (0.05 ml) was added to the solution, and the mixture was refluxed with heating for 16 hours. The reaction mixture was concentrated under reduced pressure and the obtained residue was washed with water and methanol to give 195 mg of the title compound (compound 185) in a yield of 94%.

Workup

  1. customobtained in Example 27
  2. concentrationConcentrated sulfic acid (0.05 ml)
  3. additionwas added to the solution
  4. temperaturethe mixture was refluxed
  5. temperaturewith heating for 16 hours
  6. concentrationThe reaction mixture was concentrated under reduced pressure
  7. washthe obtained residue was washed with water and methanol

Sources & evidence

ORD record
ord-f38777fec5c649d588bde50aaf73ca70
Source dataset
uspto-grants-1996_01
Patent number
US05480899

Reaction notes

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