p-Toluenesulfonic acid → HCID 20354840, 화합물

HRID 372120노트

반응식

HRID 372120 반응식
[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]

참가 물질

5

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 7916Isopropenyl acetateHCID 20354860HCID 20354860, 화합물

생성물 1

HCID 20354840HCID 20354840, 화합물

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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 ditil 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.

후처리

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

출처 및 근거

ORD 기록
ord-cc34440732ac4e02b56b5b336072f99c
출처 데이터셋
uspto-grants-1978_05
특허 번호
US04088821

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