Acetone → 13-Ethyl-11-methylen-gon-4-ene

HRID 1446148

반응식

HRID 1446148 반응식
O.[C:2]1([CH3:12])[CH:7]=[CH:6][C:5](S(O)(=O)=O)=[CH:4][CH:3]=1.C(=O)(O)[O-].[Na+].[CH3:18][C:19]([CH3:21])=O>>[CH2:4]([C@:2]12[CH2:7][C:6](=[CH2:21])[C@@H:5]3[C@@H:19]4[C:21]([CH2:19][CH2:18][C@H:4]3[C@@H:3]1[CH2:7][CH2:6][CH2:12]2)=[CH:3][CH2:2][CH2:12][CH2:18]4)[CH3:5]

참가 물질

4

반응물 3

HCID 180AcetoneHCID 516892Sodium BicarbonateHCID 521998p-Toluenesulfonic acid monohydrate

생성물 1

HCID 8660116013-Ethyl-11-methylen-gon-4-ene

실험 절차

1.3 g (3.79 mmoles) of 13-ethyl-11-methylen-17,17-(1,3-propilendioxy)-gon-4-ene (compound XVIIa) were dissolved in acetone (21 ml) under stirring at room temperature. 250 mg of p-toluensulfonic acid monohydrate were added to the solution so obtained and the stirring at room temperature was continued for 17 hours. After this period a saturated solution of sodium bicarbonate (21 ml) was added to the reaction mixture and the organic solvent was evaporated under vacuum. The so obtained aqueous suspension was extracted with dichloromethane (3×30 ml) and the organic extracts dried on sodium sulfate, filtered and evaporated under vacuum to give 0.88 g (3.11 mmoles; yields 82%) of the intermediate 13-ethyl-11-methylen-gon-4-ene (compound XVIII).

후처리

  1. customso obtained
  2. customthe organic solvent was evaporated under vacuum
  3. customThe so obtained aqueous suspension
  4. extractionwas extracted with dichloromethane (3×30 ml)
  5. customthe organic extracts dried on sodium sulfate
  6. filtrationfiltered
  7. customevaporated under vacuum
  8. customto give

출처 및 근거

ORD 기록
ord-5c829389181347a79fdb2588641be4c0
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07667056B2

연결된 노트

불러오는 중…