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

HRID 1651435노트

반응식

HRID 1651435 반응식
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

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 23994Zinc촉매2회HCID 176Acetic Acid용매

반응 조건

온도
65 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4f05d0ee7c33425abbfff217d41818cf
출처 데이터셋
uspto-grants-1990_05
특허 번호
US04927963

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