Sodium Bicarbonate → HCID 13037813, compound

HRID 2413203Notes

Reaction equation

HRID 2413203 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6](O)[CH:7]([CH3:10])[CH:8]=[CH2:9].C(=O)([O-])[OH:13].[Na+]>CC(C)=O.O>[OH:1][CH:5]1[CH:4]=[CH:3][C:2](=[O:13])[CH:6]1[CH:7]([CH3:10])[CH:8]=[CH2:9]

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 11788394HCID 11788394, compound

Product 1

HCID 13037813HCID 13037813, compoundYield 61%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

1-(2-Furyl)-2-methyl-3-buten-1-ol (122 g, 0.8 mole) was dissolved in a 2:1 mixture (1.2 liter) of acetone and water in a reactor, and polyphosphoric acid (20 g) was then added. Thereafter, reaction was carried out at 50° to 60° C. for about 48 hours with stirring. After completion of the reaction, the reaction solution was cooled and neutralized with addition of a saturated aqueous solution (200 ml) of sodium hydrogen carbonate, followed by extraction with a solvent. The extract was washed with water, dried and concentrated. The residue obtained was distilled under reduced pressure to obtain 74 g (yield, 61%) of pure (±)-3-hydroxy-2-(1-methyl-2-propenyl)-4-cyclopenten-1-one having a boiling point of 122°-130° C./3 mmHg.

Workup

  1. customThereafter, reaction
  2. customAfter completion of the reaction
  3. temperaturethe reaction solution was cooled
  4. extractionfollowed by extraction with a solvent
  5. washThe extract was washed with water
  6. customdried
  7. concentrationconcentrated
  8. customThe residue obtained
  9. distillationwas distilled under reduced pressure

Sources & evidence

ORD record
ord-56b32b9ca86a46a48a458845c49a878e
Source dataset
uspto-grants-1985_01
Patent number
US04496586

Reaction notes

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