Water → 7,8-Epoxy-6-oxo-octanoic acid methyl ester

HRID 1063477Notes

Reaction equation

HRID 1063477 reaction equation
C([O-])([O-])=[O:2].C([O-])([O-])=O.OO.OO.OO.[Na+].[Na+].[Na+].[Na+].[CH3:19][O:20][C:21](=[O:30])[CH2:22][CH2:23][CH2:24][CH2:25][C:26](=[O:29])[CH:27]=[CH2:28].O>CO>[CH3:19][O:20][C:21](=[O:30])[CH2:22][CH2:23][CH2:24][CH2:25][C:26](=[O:29])[CH:27]1[O:2][CH2:28]1

Participants

5

Reactant 3

HCID 962WaterHCID 159762Sodium percarbonateHCID 179590916-Oxo-7-octenoic acid methyl ester

Product 1

HCID 179590927,8-Epoxy-6-oxo-octanoic acid methyl esterYield 88.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

39.1 g (250 mmol) of sodium percarbonate were added in four portions at room temperature, over a period of 2 hours, with stirring, to 13.9 g (82 mmol) of 6-oxo-7-octenoic acid methyl ester in 210 ml of methanol. After stirring for a further one hour at room temperature, the reaction mixture was added to 1000 ml of water and extracted several times with methylene chloride. The combined organic phases were washed with water. After drying over sodium sulfate, the solvent was distilled off using a rotary evaporator. 13.5 g (88%) of 7,8-epoxy-6-oxo-octanoic acid methyl ester were obtained.

Workup

  1. extractionextracted several times with methylene chloride
  2. washThe combined organic phases were washed with water
  3. dry with materialAfter drying over sodium sulfate
  4. distillationthe solvent was distilled off
  5. customa rotary evaporator

Sources & evidence

ORD record
ord-486fa88912014a20b3534d7a866b4f23
Source dataset
uspto-grants-2005_11
Patent number
US06965029B2

Reaction notes

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