Bicarbonate Ion → 5-Fluoro-1-methanesulphonyl-6-methoxyindole

HRID 23949

反应方程式

HRID 23949 反应方程式
CO[CH:3](OC)[CH2:4][N:5]([S:15]([CH3:18])(=[O:17])=[O:16])[C:6]1[CH:11]=[CH:10][C:9]([F:12])=[C:8]([O:13][CH3:14])[CH:7]=1.C(=O)(O)[O-]>C1(C)C=CC=CC=1.Cl[Ti](Cl)(Cl)Cl>[F:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][C:8]=1[O:13][CH3:14])[N:5]([S:15]([CH3:18])(=[O:17])=[O:16])[CH:4]=[CH:3]2

参与物

5

反应物 2

HCID 769Bicarbonate IonHCID 22570034N-(2,2-dimethoxyethyl)-N-methanesulphonyl-4-fluoro-3-methoxyaniline

产物 1

HCID 225700505-Fluoro-1-methanesulphonyl-6-methoxyindole

试剂、催化剂与溶剂 2

HCID 24193四氯化钛催化剂HCID 1140甲苯溶剂2 次

反应条件

温度
70 °C

实验过程

To a solution of N-(2,2-dimethoxyethyl)-N-methanesulphonyl-4-fluoro-3-methoxyaniline (1.91 g, 0.65 mmol) in dry toluene at 0° C. under argon, was added slowly a solution of TiCl4 (0.173 g, 0.911 mmol) in dry toluene (10 ml). The solution was then heated to 70° C. for 1 h. cooled and poured onto ice/sat. sod. bicarbonate solution (20 ml). The organic layer was separated, washed with sat. sod. bicarbonate solution, 0.5% hydrochloric acid (2×20 ml) and water (2×20 ml). The solution was dried (MgSO4) and evaporated in vacuo to give 5-fluoro-1-methanesulphonyl-6-methoxyindole ((0.102 g)

后处理

  1. temperaturecooled
  2. additionpoured onto ice/
  3. customThe organic layer was separated
  4. washwashed with sat. sod
  5. dry with materialThe solution was dried (MgSO4)
  6. customevaporated in vacuo

来源与证据

ORD记录
ord-ab5cf9bb3daa461ab50b0a25299f6c60
来源数据集
uspto-grants-2005_02
专利号
US06855715B1

关联笔记

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