反应 #7736

反应方程式

NaH

N-Cbz-N′-Boc-hydrazine

3-chloro-2-chloromethyl-propene

→

desired product

4-methylenepyrazolidine-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester

溶剂

DMF

DMF

反应条件

后处理

1. 1
   workup.STIRRINGto stir at room temperature until the reaction
2. 2
   其他is complete by TLC, approximately 12 hours
3. 3
   其他The reaction solution is partitioned between ethyl acetate and water
4. 4
   萃取the water layer being extracted several times more with solvent
5. 5
   其他The combined organic layers are dried
6. 6
   过滤filtered
7. 7
   浓缩concentrated

实验过程

To a suspension of NaH (3.81 g, 95.4 mmol) in DMF (80 mL) is add dropwise a solution of N-Cbz-N′-Boc-hydrazine (12.1 g, 45.4 mmol) in DMF (20 mL). The reaction mixture is stirred about 20 minutes and 3-chloro-2-chloromethyl-propene (5.8 mL, 50 mmol) is added dropwise and the reaction is allowed to stir at room temperature until the reaction is complete by TLC, approximately 12 hours. The reaction solution is partitioned between ethyl acetate and water, the water layer being extracted several times more with solvent. The combined organic layers are dried, filtered, and concentrated to afford the desired product as a clear oil which is used without further purification.

来源