8,8-Dichlorobicyclo[4.2.0]oct-2-en-7-one → Bicyclo[4.2.0]oct-2-en-7-one

HRID 1651435ノート

反応式

HRID 1651435 の反応式
Cl[C:2]1(Cl)[CH:9]2[CH:4]([CH2:5][CH2:6][CH:7]=[CH:8]2)[C:3]1=[O:10]>C(O)(=O)C.[Zn]>[CH:9]12[CH2:2][C:3](=[O:10])[CH:4]1[CH2:5][CH2:6][CH:7]=[CH:8]2

参加物

4

反応物 1

HCID 125073478,8-Dichlorobicyclo[4.2.0]oct-2-en-7-one

生成物 1

HCID 12507350Bicyclo[4.2.0]oct-2-en-7-one収率 71.1%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒2 回HCID 176Acetic Acid溶媒

反応条件

温度
65 °C

実験手順

To a solution of 1.1 g of 8,8-dichlorobicyclo[4.2.0]oct-2-en-7-one in 10 ml of glacial acetic acid was added 2.0 g of zinc dust in portions over a period of 15 minutes. The mixture was then stirred at 65° C. for 1 hour, then a further 0.5 g of zinc dust was added and the mixture stirred at 75° C. for 1 hour. The mixture was cooled, filtered, the solid washed with hexane, the filtrate and combined washings diluted with water and extracted with hexane. The hexane layer was dried over anhydrous sodium sulfate, the solvent removed under reduced pressure and the residue distilled under vacuum to give 500 mg of bicyclo[4.2.0]oct-2-en-7-one, the compound of formula (III), where X and Y are hydrogen.

後処理

  1. stirringthe mixture stirred at 75° C. for 1 hour
  2. temperatureThe mixture was cooled
  3. filtrationfiltered
  4. washthe solid washed with hexane
  5. additiondiluted with water
  6. extractionextracted with hexane
  7. dry with materialThe hexane layer was dried over anhydrous sodium sulfate
  8. customthe solvent removed under reduced pressure
  9. distillationthe residue distilled under vacuum

出典と根拠

ORDレコード
ord-4f05d0ee7c33425abbfff217d41818cf
出典データセット
uspto-grants-1990_05
特許番号
US04927963

反応ノート

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