Pyridine → Methyl 9-[(methanesulfonyl)oxy]nonanoate

HRID 914645ノート

反応式

HRID 914645 の反応式
ClCCl.[OH:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14].N1C=CC=CC=1.[CH3:23][S:24](Cl)(=[O:26])=[O:25]>O>[CH3:23][S:24]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])(=[O:26])=[O:25]

参加物

6

反応物 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 31297Methanesulfonyl chlorideHCID 292983Nonanoic acid, 9-hydroxy-, methyl ester

生成物 1

HCID 22939818Methyl 9-[(methanesulfonyl)oxy]nonanoate収率 68%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

Dichloromethane (20 mL) was added with methyl 9-hydroxynonanoate (2.1 g) and pyridine (1.8 g), stirred at 0° C., added with methanesulfonyl chloride (1.3 mL), gradually warmed to room temperature and stirred for one day. The reaction solution was added with water and then extracted twice with dichloromethane. The resulting organic layer was washed with 1 N hydrochloric acid and saturated sodium hydrogencarbonate solution. The organic layer was dried over anhydrous sodium sulfate, and then the solvent was removed. The resulting residue was purified by silica gel column chromatography to obtain methyl 9-(methanesulfonyloxy)nonanoate (2.1 g, yield: 68%).

後処理

  1. temperaturegradually warmed to room temperature
  2. stirringstirred for one day
  3. extractionextracted twice with dichloromethane
  4. washThe resulting organic layer was washed with 1 N hydrochloric acid and saturated sodium hydrogencarbonate solution
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. customthe solvent was removed
  7. customThe resulting residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-0244de36b0c44eb59446bbf75a78a0e3
出典データセット
uspto-grants-2007_09
特許番号
US07264790B2

反応ノート

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