反応 #6324

反応方程式

Magnesium

ethyl indole-2-carboxylate

ammonium hydroxide

magnesium

→

title compound

(±) Methyl indoline-2-carboxylate

溶媒

methanol

反応条件

後処理

1. 1
   その他the mixture is placed in an ice bath
2. 2
   その他kept below 45°
3. 3
   その他is 7°
4. 4
   抽出The mixture is then extracted with methylene chloride (3 x)
5. 5
   乾燥The combined organic layers are dried over magnesium sulfate
6. 6
   濃縮concentrated

実験手順

Magnesium turnings (3.60 g) are added to a mixture of ethyl indole-2-carboxylate (I, Aldrich Chemical, 13.963 g) in methanol (200 ml). After evolution of gas has started, the mixture is placed in an ice bath and the temperature kept below 45°. After 4.5 hours all of the magnesium is used up and the temperature is 7°. At this time the mixture is added to ice cold hydrochloric acid (3N, 120 ml). The acidic mixture is then made alkaline (pH 10) with ammonium hydroxide (3N). The mixture is then extracted with methylene chloride (3 x). The combined organic layers are dried over magnesium sulfate and concentrated to give the title compound.

出典