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

HRID 231719

反応式

HRID 231719 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 137823751-Methanesulfonyloxy-2,2,5,5-tetramethylcyclopentane収率 28.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.).

後処理

  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

出典と根拠

ORDレコード
ord-6c09d014ffb9417a824fddb49fd9c689
出典データセット
uspto-grants-1989_07
特許番号
US04847390

関連ノート

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