반응 #50946

반응 방정식

Sodium hydroxide

4-methylene-pyrazolidine-1-carboxylic acid 1-benzyl ester

(4-Fluorophenyl)acetyl chloride

→

desired product

수율 62.0%

2-[2-(4-fluorophenyl)acetyl]-4-methylene-pyrazolidine-1-carboxylic acid benzyl ester

수율 62.0%

용매

water methylene chloride

water

반응 조건

후처리

1. 1
   workup.STIRRINGto stir for 18 hours after which time the reaction mixture
2. 2
   기타to separate
3. 3
   추출The aqueous layer is extracted with methylene chloride
4. 4
   기타dried
5. 5
   여과filtered
6. 6
   농축Concentration in vacuo
7. 7
   기타affords the crude product which
8. 8
   기타is purified over silica (1:3 ethyl acetate/hexane)

실험 절차

Sodium hydroxide (0.12 g, 3 mmol) is dissolved in a 1:2 water/methylene chloride solution (30 mL) with rapid stirring followed by the addition of 4-methylene-pyrazolidine-1-carboxylic acid 1-benzyl ester, 9, (0.62 g, 2.8 mmol) at room temperature. (4-Fluorophenyl)acetyl chloride (0.39 mL, 4.2 mmol) is added and the reaction is allowed to stir for 18 hours after which time the reaction mixture is diluted with water (10 mL) and the layers allowed to separate. The aqueous layer is extracted with methylene chloride, the organic layers combined, dried, and filtered. Concentration in vacuo affords the crude product which is purified over silica (1:3 ethyl acetate/hexane) to provide 0.54 g (62% yield) of the desired product.

출처