تفاعل #7738

معادلة التفاعل

Sodium hydroxide

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

(4-Fluorophenyl)acetyl chloride

→

desired product

المردود 62.0%

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

المردود 62.0%

المذيبات

water methylene chloride

water

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGto stir for 18 hours after which time the reaction mixture
2. 2
   أخرىto separate
3. 3
   استخلاصThe aqueous layer is extracted with methylene chloride
4. 4
   أخرىdried
5. 5
   ترشيحfiltered
6. 6
   تركيزConcentration in vacuo
7. 7
   أخرىaffords the crude product which
8. 8
   أخرىis purified over silica (1:3 ethyl acetate/hexane)

الإجراء التجريبي

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.

المصدر