تفاعل #8679

معادلة التفاعل

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

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

→

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

المذيبات

hydrochloric acid

ظروف التفاعل

المعالجة

1. 1
   أخرىThe 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
   أخرىThe phases are separated
5. 5
   استخلاصthe aqueous phase is extracted several times with DCM
6. 6
   استخلاصThe combined organic phases are extracted with saturated aqueous sodium chloride solution
7. 7
   أخرىdried
8. 8
   ترشيحfiltered
9. 9
   أخرىthe solvent is removed in vacuo
10. 10
    أخرى872 mg (63% of theory) of the product are obtained

الإجراء التجريبي

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.

المصدر