p-Toluenesulfonic acid → 4-(2-Furyl)-2-butanone

HRID 27350

반응식

HRID 27350 반응식
[CH3:1][C:2]([CH:4]=[CH2:5])=[O:3].C1(C)C=CC(S(O)(=O)=O)=CC=1.[O:17]1[CH:21]=[CH:20][CH:19]=[CH:18]1>>[O:17]1[CH:21]=[CH:20][CH:19]=[C:18]1[CH2:5][CH2:4][C:2](=[O:3])[CH3:1]

참가 물질

4

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 6570Methyl vinyl ketoneHCID 8029Furan

생성물 1

HCID 127804-(2-Furyl)-2-butanone수율 67%

실험 절차

Methylvinylketone (14 g, 0.2 mol) was added dropwise over a period of about 2 hours to furan (150 ml), containing a trace of p-toluene-sulphonic acid, boiling under reflux. The dark brown reaction mixture was stirred for about 16 hours at room temperature. The excess furan was removed by distillation, after which the residue was distilled under vacuum giving 4-(2-furyl)butan-2-one (18.5 g, 67% yield). In a way analogous to that described in Example II, the ketone was reduced to the corresponding alcohol and subsequently converted to the mesylate (28 g, 92% yield).

후처리

  1. temperatureunder reflux
  2. customThe excess furan was removed by distillation
  3. distillationafter which the residue was distilled under vacuum

출처 및 근거

ORD 기록
ord-950327fa9df74ad2a319295d4f309b30
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04221713

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