反応 #8679

反応方程式

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

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

→

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

溶媒

hydrochloric acid

反応条件

後処理

1. 1
   その他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
   その他The phases are separated
5. 5
   抽出the aqueous phase is extracted several times with DCM
6. 6
   抽出The combined organic phases are extracted with saturated aqueous sodium chloride solution
7. 7
   その他dried
8. 8
   ろ過filtered
9. 9
   その他the solvent is removed in vacuo
10. 10
    その他872 mg (63% of theory) of the product are obtained

実験手順

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.

出典