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

HRID 27350

反応式

HRID 27350 の反応式
[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]

参加物

4

反応物 3

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

生成物 1

HCID 127804-(2-Furyl)-2-butanone収率 67%

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-950327fa9df74ad2a319295d4f309b30
出典データセット
uspto-grants-1980_09
特許番号
US04221713

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