Sodium Chloride → HCID 19787485, compound

HRID 1657280Notes

Reaction equation

HRID 1657280 reaction equation
[OH-].[K+].O1CCCC1.[O:8]=[C:9]([CH3:20])[CH2:10][C:11]([CH:17]1[CH2:19][CH2:18]1)([CH:14]1[CH2:16][CH2:15]1)[CH:12]=O.[Cl-].[Na+]>C(OCC)C>[CH:14]1([C:11]2([CH:17]3[CH2:19][CH2:18]3)[CH2:10][C:9](=[O:8])[CH:20]=[CH:12]2)[CH2:16][CH2:15]1

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 8028TetrahydrofuranHCID 14797Potassium HydroxideHCID 19787455HCID 19787455, compound

Product 1

HCID 19787485HCID 19787485, compoundYield 91.6%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a mixture of 5% aqueous solution of potassium hydroxide (4.7 ml) and tetrahydrofuran (4.7 ml) was added a solution of 4-oxo-2,2-dicyclopropylpentanal (1.88 g) in diethyl ether (9.4 ml). The mixture was heated at 38° C. to 45° C. for 3 hours and cooled. The aqueous layer was saturated with sodium chloride. The mixture was extracted with diethyl ether and the extract was washed with brine, dried over sodium sulfate, and evaporated in vacuo. The residue was purified by distillation under reduced pressure to give 4,4-dicyclopropyl-2-cyclopenten-1-one (1.55 g).

Workup

  1. temperatureThe mixture was heated at 38° C. to 45° C. for 3 hours
  2. temperaturecooled
  3. extractionThe mixture was extracted with diethyl ether
  4. washthe extract was washed with brine
  5. dry with materialdried over sodium sulfate
  6. customevaporated in vacuo
  7. distillationThe residue was purified by distillation under reduced pressure

Sources & evidence

ORD record
ord-49ef4a14f04d4d5a9d77b0cc27590ba9
Source dataset
uspto-grants-1993_10
Patent number
US05256824

Reaction notes

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