Potassium Carbonate → HCID 45091656, compound

HRID 2113245Notes

Reaction equation

HRID 2113245 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][CH3:33])=[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][CH3:33])=[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 116227202-(2-Acetoxyethyl)-2-methoxycarbonylcyclopentanone

Product 1

HCID 45091656HCID 45091656, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A reaction vessel was charged with 1,580 parts of methanol, 25 parts of PPTS, 228 parts of 2-(2-acetoxyethyl)-2-methoxycarbonylcyclopentanone (12) obtained in Preparation Example 2 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 a brine, and the solvent was evaporated. The residue was distilled under reduced pressure to obtain 167 parts of the target compound (13) (yield: 85%). Boiling point: 68° C./3.5 mmHg

Workup

  1. customobtained in Preparation Example 2 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 a brine
  6. customthe solvent was evaporated
  7. distillationThe residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-38baaaa8e6694e58bdb6777d3fab14e4
Source dataset
uspto-grants-2009_04
Patent number
US07524978B2

Reaction notes

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