Toluene → 2-Isopentylcyclopent-2-en-1-one

HRID 61331

반응식

HRID 61331 반응식
C(O[C:5](=[O:7])[CH3:6])(=O)C.[C:8]1([CH3:18])[CH:13]=[CH:12][C:11](S(O)(=O)=O)=[CH:10][CH:9]=1.[C:19]1(C)C=CC=CC=1>>[CH3:19][CH:8]([CH3:18])[CH2:13][CH2:12][C:11]1[C:5](=[O:7])[CH2:6][CH2:9][CH:10]=1

참가 물질

4

반응물 3

HCID 1140TolueneHCID 6101p-Toluenesulfonic acidHCID 7918Acetic Anhydride

생성물 1

HCID 1224642-Isopentylcyclopent-2-en-1-one

반응 조건

온도
125 °C

실험 절차

2-(3-Methyl-butyllidene)-cyclopentanone (1.093 Kg, 7.19 mol, obtained as detailed above), acetic anhydride (300 mL, 3.17 mol), p-toluenesulfonic acid (PTSA, 10 g), and toluene (500 mL) were charged into a flask and heated to 120-130° C. When gas chromatography analysis indicated the completion of the reaction, the reaction mixture was cooled to room temperature and quenched with Na2CO3 solution (100 mL). The resulting mixture was washed twice with brine (1 L). A rushover process provided the crude product 2-(3-methyl-butyl)-cyclopent-2-enone.

후처리

  1. customthe completion of the reaction
  2. temperaturethe reaction mixture was cooled to room temperature
  3. customquenched with Na2CO3 solution (100 mL)
  4. washThe resulting mixture was washed twice with brine (1 L)

출처 및 근거

ORD 기록
ord-f38a1f5c245a4e0ebbe5d8bd9cdd9f36
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09441185B2

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