Pyridine → 1-Methanesulfonyloxy-2,2,5,5-tetramethylcyclopentane

HRID 231719

반응식

HRID 231719 반응식
[CH3:1][C:2]1([CH3:10])[CH2:6][CH2:5][C:4]([CH3:8])([CH3:7])[CH:3]1[OH:9].N1C=CC=CC=1.[CH3:17][S:18](Cl)(=[O:20])=[O:19].C(=O)([O-])O.[Na+]>C(Cl)Cl>[CH3:17][S:18]([O:9][CH:3]1[C:4]([CH3:8])([CH3:7])[CH2:5][CH2:6][C:2]1([CH3:10])[CH3:1])(=[O:20])=[O:19]

참가 물질

6

반응물 4

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 5516962,2,5,5-Tetramethylcyclopentan-1-ol

생성물 1

HCID 137823751-Methanesulfonyloxy-2,2,5,5-tetramethylcyclopentane수율 28.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

2.84 g of 2,2,5,5-tetramethylcyclopentanol and 3.2 ml of pyridine were dissolved in 20 ml of methylene chloride, and 4.5 g of methanesulfonyl chloride was added thereto. The mixture was stirred at room temperature for 12 hours, and then 50 ml of aqueous saturated sodium hydrogen carbonate solution was added thereto. The mixture was extracted with 50 ml of ethyl acetate, and the organic layer was washed with aqueous 10% copper sulfate solution, and concentrated under reduced pressure. The resulting residue was recrystallized from n-hexane, whereby 1.26 g of 1-methanesulfonyloxy-2,2,5,5-tetramethylcyclopentane was obtained (m.p. 46° C.).

후처리

  1. extractionThe mixture was extracted with 50 ml of ethyl acetate
  2. washthe organic layer was washed with aqueous 10% copper sulfate solution
  3. concentrationconcentrated under reduced pressure
  4. customThe resulting residue was recrystallized from n-hexane

출처 및 근거

ORD 기록
ord-6c09d014ffb9417a824fddb49fd9c689
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04847390

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