p-Toluenesulfonic acid → HCID 20354840、化合物

HRID 1580778ノート

反応式

HRID 1580778 の反応式
[C:1]([O:4][CH:5]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:6][CH2:7][CH:8]1[CH2:12][CH2:11][CH2:10][C:9]1=[O:13])(=[O:3])[CH3:2].[C:19](OC(C)=C)(=[O:21])[CH3:20].C1(C)C=CC(S(O)(=O)=O)=CC=1>CC(C)=O>[C:19]([O:13][C:9]1[CH2:10][CH2:11][CH2:12][C:8]=1[CH2:7][CH2:6][CH:5]([O:4][C:1](=[O:3])[CH3:2])[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])(=[O:21])[CH3:20]

参加物

5

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 7916Isopropenyl acetateHCID 20354860HCID 20354860、化合物

生成物 1

HCID 20354840HCID 20354840、化合物

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

2-(3-Acetoxyoctyl)cyclopentanone (85 g.) [prepared as described in (d) above], isopropenyl acetate (125 ml.) and p-toluenesulphonic acid (2 g.) were refluxed for 24 hours allowing the acetone formed during the reaction to slowly distil from the head of a Dufton column. The excess isopropenyl acetate was then distilled off and the residue cooled, shaken with 2N sodium carbonate solution and extracted with diethyl ether. The combined ether extracts were dried over anhydrous magnesium sulphate and the ether removed in vacuo. Distillation of the residue gave 1-acetoxy-2-(3-acetoxyoctyl)cyclopent-1-ene (85 g.), b.p. 108°-110°C./0.03 mm.Hg; nD26 = 1.459.

後処理

  1. customformed during the reaction
  2. customto slowly distil from the head of a Dufton column
  3. distillationThe excess isopropenyl acetate was then distilled off
  4. temperaturethe residue cooled
  5. extractionextracted with diethyl ether
  6. dry with materialThe combined ether extracts were dried over anhydrous magnesium sulphate
  7. customthe ether removed in vacuo
  8. distillationDistillation of the residue

出典と根拠

ORDレコード
ord-7f226e5a0c5145e0bef0db2c7904dcd9
出典データセット
uspto-grants-1976_01
特許番号
US03933890

反応ノート

読み込み中…