反应 #8679

反应方程式

tert-butyl (3S,4S)-3,4-dimethoxy-1-pyrrolidinecarboxylate

tert-Butyl (3S,4S)-3,4-dimethoxy-1-pyrrolidinecarboxylate

→

(3S,4S)-3,4-Dimethoxypyrrolidine

溶剂

hydrochloric acid

反应条件

后处理

1. 1
   其他The solvent is removed in vacuo
2. 2
   workup.ADDITIONmixed with 1N sodium hydroxide solution
3. 3
   workup.STIRRINGstirred at RT for 10 minutes
4. 4
   其他The phases are separated
5. 5
   萃取the aqueous phase is extracted several times with DCM
6. 6
   萃取The combined organic phases are extracted with saturated aqueous sodium chloride solution
7. 7
   其他dried
8. 8
   过滤filtered
9. 9
   其他the solvent is removed in vacuo
10. 10
    其他872 mg (63% of theory) of the product are obtained

实验过程

2.30 g (9.35 mmol; 94% pure) of tert-butyl (3S,4S)-3,4-dimethoxy-1-pyrrolidinecarboxylate (example XVI, step 2) are taken up in 50 ml of hydrochloric acid (4M in dioxane) and stirred at RT overnight. The solvent is removed in vacuo, and the residue is suspended in DCM, mixed with 1N sodium hydroxide solution and stirred at RT for 10 minutes. The phases are separated and the aqueous phase is extracted several times with DCM. The combined organic phases are extracted with saturated aqueous sodium chloride solution, dried and filtered, and the solvent is removed in vacuo. 872 mg (63% of theory) of the product are obtained.

来源