반응 #50944

반응 방정식

NaH

N-Cbz-N′-Boc-hydrazine

3-chloro-2chloromethyl-propene

→

desired product

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

용매

DMF

DMF

반응 조건

후처리

1. 1
   workup.STIRRINGto stir at room temperature until the reaction
2. 2
   기타is complete by TLC, approximately 12 hours
3. 3
   기타The reaction solution is partitioned between ethyl acetate and water
4. 4
   추출the water layer being extracted several times more with solvent
5. 5
   기타The combined organic layers are dried
6. 6
   여과filtered
7. 7
   농축concentrated

실험 절차

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-2chloromethyl-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.

출처