Potassium Carbonate → HCID 57644354, compound

HRID 2113246Notes

Reaction equation

HRID 2113246 reaction equation
[CH3:1]C1C=CC(S([O-])(=O)=O)=CC=1.C1C=C[NH+]=CC=1.C([O:21][CH2:22][CH2:23][C:24]1([C:30]([O:32][CH2:33][CH:34]=[CH2:35])=[O:31])[CH2:28][CH2:27][CH2:26][C:25]1=[O:29])(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO>[CH3:1][O:29][C:25]12[CH2:26][CH2:27][CH2:28][C:24]1([C:30]([O:32][CH2:33][CH:34]=[CH2:35])=[O:31])[CH2:23][CH2:22][O:21]2

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 23074582HCID 23074582, compound

Product 1

HCID 57644354HCID 57644354, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A reaction vessel was charged with 1,580 parts of methanol, 25 parts of PPTS, 254 parts of 2-(2-acetoxyethyl)-2-(2-propenyloxycarbonyl)cyclopentanone (14) obtained in Preparation Example 3 at room temperature. The mixture was refluxed for three hours with stirring. After cooling the reaction solution to room temperature, 30 parts of potassium carbonate was added and the mixture was stirred for one hour at room temperature. Insoluble matters were removed by filtration, the filtrate was washed with saturated brine, and the solvent was evaporated. The residue was distilled under reduced pressure to obtain 146 parts of the target compound (15) (yield: 80%).

Workup

  1. customobtained in Preparation Example 3 at room temperature
  2. temperatureThe mixture was refluxed for three hours
  3. stirringthe mixture was stirred for one hour at room temperature
  4. customInsoluble matters were removed by filtration
  5. washthe filtrate was washed with saturated brine
  6. customthe solvent was evaporated
  7. distillationThe residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-dc40172bd5e143af9aabc1f38b3e9f4d
Source dataset
uspto-grants-2009_04
Patent number
US07524978B2

Reaction notes

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