1,3-Cyclohexanedione, 2-chloro-2-(2-propenyl)- → 2-Cyclopenten-1-one, 2-(2-propenyl)-

HRID 437767ノート

反応式

HRID 437767 の反応式
Cl[C:2]1([CH2:10][CH:11]=[CH2:12])[C:7](=[O:8])[CH2:6][CH2:5][CH2:4]C1=O>C1(C)C(C)=CC=CC=1>[CH2:10]([C:2]1[C:7](=[O:8])[CH2:6][CH2:5][CH:4]=1)[CH:11]=[CH2:12]

参加物

3

反応物 1

HCID 122296551,3-Cyclohexanedione, 2-chloro-2-(2-propenyl)-

生成物 1

HCID 111160462-Cyclopenten-1-one, 2-(2-propenyl)-収率 50%

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

実験手順

Anhydrous powdered sodium carbonate (670 g) and 1300 ml of dry (alumina) xylene were placed in a 3-l., three-necked flask equipped with a Dean-Stark trap, condenser, vibra-mixer, dropping funnel and argon inlet. The flask was flushed with argon and the contents brought to reflux. A solution of 2-chloro-2-allyl-1,3-cyclohexanedione (147 g, 0.79 mol) in 200 ml of xylene was added dropwise at such a rate that strong refluxing was maintained. After 4.5 hr, the reaction was cooled, filtered, and the sodium carbonate cake washed thoroughly with ethyl acetate. Evaporation of the solvent and careful fractionization of the residual oil gave 47.8 g (50 percent) of 2-allyl-2-cyclopenten-1-one, bp 73°-84°/4.2 mm.

後処理

  1. dry with materialAnhydrous powdered sodium carbonate (670 g) and 1300 ml of dry (alumina) xylene
  2. custom, three-necked flask equipped with a Dean-Stark trap, condenser, vibra-mixer
  3. customThe flask was flushed with argon
  4. temperatureto reflux
  5. temperaturethat strong refluxing
  6. temperaturewas maintained
  7. temperaturethe reaction was cooled
  8. filtrationfiltered
  9. washthe sodium carbonate cake washed thoroughly with ethyl acetate
  10. customEvaporation of the solvent and careful fractionization of the residual oil

出典と根拠

ORDレコード
ord-3e7c359e66f04615a5d77b49a0a55f42
出典データセット
uspto-grants-1977_06
特許番号
US04032520

反応ノート

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