反応 #1583869

反応方程式

tert-butyl 3-carbonylpyrrolidine-1-carboxylate

MeMgI

water

→

tert-butyl 3-hydroxy-3-methyl-pyrrolidine-1-carboxylate

溶媒

THF

diethyl ether

反応条件

後処理

1. 1
   その他was conducted at −20° C.
2. 2
   その他The resulting reaction solution
3. 3
   ろ過was filtered by suction
4. 4
   抽出The filtrate was extracted with dichloromethane
5. 5
   乾燥The organic layer was dried over anhydrous sodium sulfate
6. 6
   ろ過filtered
7. 7
   濃縮The filtrate was concentrated

実験手順

A solution of tert-butyl 3-carbonylpyrrolidine-1-carboxylate (11.17 g, 0.06 mol) in THF (45 mL) was slowly added to a solution of MeMgI (21.41 g, 0.129 mol) in diethyl ether. The reaction was conducted at −20° C. under stirring for 3 hours. A small amount of water was added to the reaction solution. The resulting reaction solution was filtered by suction. The filtrate was extracted with dichloromethane. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated to produce a crude product of tert-butyl 3-hydroxy-3-methyl-pyrrolidine-1-carboxylate. The above crude product was dissolved in 20 mL 1,4-dioxane. To the resulting solution was introduced an HCl gas. The resulting mixute was stirred overnight and filtered by suction to produce the title product as a red solid (1.67 g) in a yield of 20% (two steps).

出典