Sodium Chloride → 2-Ethyl-4-hydroxy-3-methylcyclopent-2-en-1-one

HRID 894155Notes

Reaction equation

HRID 894155 reaction equation
[CH3:1][C:2]1([O:12]C)[C:6]([CH2:7][CH3:8])=[C:5]([CH3:9])[CH:4]([O:10]C)O1.O1CCCC1.[Cl-].[Na+]>O>[CH3:9][C:5]1[CH:4]([OH:10])[CH2:1][C:2](=[O:12])[C:6]=1[CH2:7][CH3:8]

Participants

5

Procedure

2,4-Dimethyl-3-ethyl-2,5-dimethoxy-2,5-dihydrofuran (9.3 g) was added to a mixture of 100 ml of a buffer solution (pH 5; prepared from potassium hydrogen phthalate and sodium hydrogen carbonate) and tetrahydrofuran (50 ml), and the mixture was refluxed for 1 hour. The reaction solution was poured into water, saturated with sodium chloride and extracted three times with ethyl acetate. The ethyl acetate layer was concentrated, and the residue was distilled to obtain 4.3 g of 2-methyl-3-ethyl-cyclopent-2-en-4-on-1-ol.

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. extractionextracted three times with ethyl acetate
  3. concentrationThe ethyl acetate layer was concentrated
  4. distillationthe residue was distilled

Sources & evidence

ORD record
ord-75fc78cc14cf4bab81760dcb3c3a2fe1
Source dataset
uspto-grants-1981_08
Patent number
US04282372

Reaction notes

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