Potassium Carbonate → HCID 53769836, compound

HRID 436527Notes

Reaction equation

HRID 436527 reaction equation
[CH3:1][O:2][C:3](=[O:21])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]1[O:12][C:13]([CH2:16][O:17]C(=O)C)=[CH:14][CH:15]=1.C(=O)([O-])[O-].[K+].[K+]>CO>[CH3:1][O:2][C:3](=[O:21])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]1[O:12][C:13]([CH2:16][OH:17])=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 54492923HCID 54492923, compound

Product 1

HCID 53769836HCID 53769836, compoundYield 76.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

8-(5-Acetoxymethyl-2-furyl)-octanoic acid methyl ester (25.00 g, 0.084 moles), 6% aqueous potassium carbonate (200 g), and methanol (750 ml) were stirred at room temperature for 30 minutes. The solution was concentrated to 1/5 of the volume by distillation from a water bath (40° C) under reduced pressure (60 mm Hg). The residue was diluted with water (400 ml) and extracted with two 500-ml portions of ether. The combined ethereal extracts were washed with water (300 ml) and dried over magnesium sulfate. Evaporation of the solvent from a water bath (60° C) under reduced pressure, at last under 15 mm Hg, left a tea-coloured, oily residue (17.31 g), which after distillation gave 16.30 g (76%) of the title compound, b0.1 141° C, nD25 1.4815.

Workup

  1. concentrationThe solution was concentrated to 1/5 of the volume by distillation from a water bath (40° C) under reduced pressure (60 mm Hg)
  2. additionThe residue was diluted with water (400 ml)
  3. extractionextracted with two 500-ml portions of ether
  4. washThe combined ethereal extracts were washed with water (300 ml)
  5. dry with materialdried over magnesium sulfate
  6. customEvaporation of the solvent from a water bath (60° C) under reduced pressure
  7. waitat last under 15 mm Hg, left a tea-coloured, oily residue (17.31 g), which
  8. distillationafter distillation

Sources & evidence

ORD record
ord-0b47bf3269414e309a08ed486ab9971b
Source dataset
uspto-grants-1977_02
Patent number
US04009187

Reaction notes

Loading…