乙醇 → ethyl 4-(7-bromo-2-methyl-1H-indol-3-yl)butanoate

HRID 1908706笔记

反应方程式

HRID 1908706 反应方程式
Cl.[Br:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9]N.[C:11]([CH2:14][CH2:15][CH2:16][CH2:17][C:18]([OH:20])=[O:19])(=O)[CH3:12].S(=O)(=O)(O)O.C(=O)([O-])O.[Na+].[CH2:31](O)[CH3:32]>>[Br:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]2[C:4]=1[NH:9][C:11]([CH3:12])=[C:14]2[CH2:15][CH2:16][CH2:17][C:18]([O:20][CH2:31][CH3:32])=[O:19]

参与物

6

反应物 5

HCID 702乙醇HCID 1118四氧化硫HCID 988105-乙酰戊酸HCID 516892碳酸氢钠HCID 27239122-溴苯肼盐酸盐

产物 1

HCID 66739083ethyl 4-(7-bromo-2-methyl-1H-indol-3-yl)butanoate

反应条件

温度
50 °C

实验过程

To a solution of (2-bromophenyl)hydrazine hydrochloride (14 g) in ethanol (60 mL), 5-acetylvaleric acid (9.0 g) was added. The reaction mixture was stirred at 50° C. for 40 minutes, and concentrated sulfuric acid (6.0 mL) was added thereto, followed by heating under reflux for 16 hours. The reaction mixture was added to a saturated aqueous sodium hydrogen carbonate solution which was then extracted with ethyl acetate and dried over anhydrous sodium sulfate, followed by concentration under reduced pressure. The resulting residue was purified by column chromatography (hexane:ethyl acetate=8:1) to obtain the title compound (15 g) having the following physical properties.

后处理

  1. temperatureby heating
  2. temperatureunder reflux for 16 hours
  3. extractionwas then extracted with ethyl acetate
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationfollowed by concentration under reduced pressure
  6. customThe resulting residue was purified by column chromatography (hexane:ethyl acetate=8:1)

来源与证据

ORD记录
ord-4295e18db1f149f794e3628bd88d7f26
来源数据集
uspto-grants-2013_12
专利号
US08598223B2

反应笔记

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