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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 22668Erstellt: 23. Oktober 2026

Sodium Hydroxide → 2-[2-(4-Fluorophenyl)acetyl]4-methylene-pyrazolidine-1-carboxylic acid benzyl ester

https://huagongshe.com/de/reaction/22668

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
Edukt4-Fluorophenylacetyl chlorideHCID 3744988—
EduktBenzyl 4-methylidenepyrazolidine-1-carboxylateHCID 12970153—
LösungsmittelWaterHCID 962—
LösungsmittelWater methylene chlorideHCID 21908982—
Produkt2-[2-(4-Fluorophenyl)acetyl]4-methylene-pyrazolidine-1-carboxylic acid benzyl esterHCID 1297015462%

Reaktionsschritte

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06849627B2
Quelldatensatzuspto-grants-2005_02
ORD IDord-81e393028ae24d67914a3f1a874c6abd
Quellennotizuspto-grants-2005_02