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

HRID 1363876ノート

反応式

HRID 1363876 の反応式
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12][CH3:13])=[O:11].N1C=CC=CC=1.ClCCl.[CH3:23][S:24](Cl)(=[O:26])=[O:25]>O>[CH3:23][S:24]([O:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12][CH3:13])=[O:11])(=[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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

Methyl 9-hydroxynonanoate and pyridine were added to dichloromethane. The solution was stirred at 0° C., added with methanesulfonyl chloride, and further stirred with gradually warming up to room temperature. The solution was added with water, and extracted twice with dichloromethane. The resulting organic layer was washed with 1N hydrochloric acid and saturated sodium hydrogen carbonate. After the organic layer was dried over anhydrous sodium sulfate, the solvent was removed and the residue was purified by silica gel column chromatography to obtain methyl 9-(methanesulfonyloxy)nonanoate.

後処理

  1. stirringfurther stirred
  2. temperaturewith gradually warming up to room temperature
  3. extractionextracted twice with dichloromethane
  4. washThe resulting organic layer was washed with 1N hydrochloric acid and saturated sodium hydrogen carbonate
  5. dry with materialAfter the organic layer was dried over anhydrous sodium sulfate
  6. customthe solvent was removed
  7. customthe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-1250e83c3168489b8043280265ae1f02
出典データセット
uspto-grants-2011_02
特許番号
US07887835B2

反応ノート

読み込み中…