Dichloromethane → 23946-74-9

HRID 497568ノート

反応式

HRID 497568 の反応式
[CH3:1][O:2][CH2:3][CH:4]([OH:6])[CH3:5].ClCCl.[CH3:10][C:11]1[CH:16]=[CH:15][C:14]([S:17](Cl)(=[O:19])=[O:18])=[CH:13][CH:12]=1>N1C=CC=CC=1>[CH3:10][C:11]1[CH:16]=[CH:15][C:14]([S:17]([O:6][CH:4]([CH3:5])[CH2:3][O:2][CH3:1])(=[O:19])=[O:18])=[CH:13][CH:12]=1

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 73974-Toluenesulfonyl chlorideHCID 79001-Methoxy-2-propanol

生成物 1

HCID 1270077423946-74-9収率 69%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
0 °C

実験手順

A solution of 1-methoxy-2-propanol in dichloromethane (2.3 g, 25.5 mmol) (25 ml) and pyridine (5 ml) was cooled to between −5 and 0° C. 4-Methylbenzenesulfonyl chloride (5.35 g, 28.1 mmol) was added dropwise and the mixture was stirred at 0° C. for 15 minutes. The mixture was then stirred at room temperature for 18 hours. Ice was added and the mixture was stirred for 1 hour. The organic phase was separated, washed with 10% aqueous sulfuric acid (4×) and water (1×), and then dried (MgSO4) and filtered. The filtrate was purified by column chromatography on silica gel eluting with dichloromethane. The solution obtained was dried (MgSO4), filtered, and concentrated under reduced pressure to afford the title compound as a colorless oil, 4.3 g, 69% yield.

後処理

  1. stirringThe mixture was then stirred at room temperature for 18 hours
  2. additionIce was added
  3. stirringthe mixture was stirred for 1 hour
  4. customThe organic phase was separated
  5. washwashed with 10% aqueous sulfuric acid (4×) and water (1×)
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. customThe filtrate was purified by column chromatography on silica gel eluting with dichloromethane
  9. customThe solution obtained
  10. dry with materialwas dried (MgSO4)
  11. filtrationfiltered
  12. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-00ac4b5901094b7993766dee5e494c60
出典データセット
uspto-grants-2005_09
特許番号
US06949577B2

反応ノート

読み込み中…