تفاعل #1583869

معادلة التفاعل

tert-butyl 3-carbonylpyrrolidine-1-carboxylate

MeMgI

water

→

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

المذيبات

THF

diethyl ether

ظروف التفاعل

المعالجة

1. 1
   أخرىwas conducted at −20° C.
2. 2
   أخرىThe resulting reaction solution
3. 3
   ترشيحwas filtered by suction
4. 4
   استخلاصThe filtrate was extracted with dichloromethane
5. 5
   تجفيفThe organic layer was dried over anhydrous sodium sulfate
6. 6
   ترشيحfiltered
7. 7
   تركيزThe filtrate was concentrated

الإجراء التجريبي

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).

المصدر