p-Toluenesulfonic acid → HCID 44562749, 화합물

HRID 1732435노트

반응식

HRID 1732435 반응식
C(OC([C:8]1([CH2:19]/[CH:20]=[CH:21]\[CH2:22][CH3:23])[C:12](=[O:13])[CH:11]=[CH:10][CH:9]1[CH2:14][C:15]([O:17][CH3:18])=[O:16])=O)(C)(C)C.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(=O)(O)[O-].[Na+]>C1C=CC=CC=1>[CH3:18][O:17][C:15]([CH2:14][CH:9]1[CH:8]([CH2:19]/[CH:20]=[CH:21]\[CH2:22][CH3:23])[C:12](=[O:13])[CH:11]=[CH:10]1)=[O:16]

참가 물질

5

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 516892Sodium BicarbonateHCID 70583183HCID 70583183, 화합물

생성물 1

HCID 44562749HCID 44562749, 화합물

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A 540 mg quantity of 5-tert-butoxycarbonyl-4-methoxycarbonylmethyl-5-(cis-2-pentenyl)-2-cyclopentenone and 10 mg of p-toluene sulfonic acid are dissolved in 20 ml of benzene, and the solution is refluxed for 20 minutes. The resulting reaction mixture is neutralized with sodium bicarbonate. The solvent is distilled off from the mixture, and the residue is distilled in a vacuum, giving 4-methoxycarbonylmethyl-5-(cis-2-pentenyl)-2-cyclopentenone (compound (1-a), R2 =CH3) in a yield of 91%, b.p. 88°-92° C./2.5 mm Hg.

후처리

  1. temperaturethe solution is refluxed for 20 minutes
  2. customThe resulting reaction mixture
  3. distillationThe solvent is distilled off from the mixture
  4. distillationthe residue is distilled in a vacuum

출처 및 근거

ORD 기록
ord-25bc667b2d7044aaa2fde8596d3e6644
출처 데이터셋
uspto-grants-1980_12
특허 번호
US04237308

반응 노트

불러오는 중…