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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1371030Erstellt: 27. Oktober 2026

Sodium hydride → Methyl 3-[(e)-1-(4-fluorobenzoyl)-4-phenyl-3-butenyl]benzoate

https://huagongshe.com/reaction/1371030

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
EduktAmmonium ChlorideHCID 25517—
EduktBromomethylstyreneHCID 98116—
EduktMethyl 3-[2-(4-fluorophenyl)-2-oxoethyl]benzoateHCID 18510261—
LösungsmittelDimethylformamideHCID 6228—
ProduktMethyl 3-[(e)-1-(4-fluorobenzoyl)-4-phenyl-3-butenyl]benzoateHCID 1851022587,7%

Reaktionsschritte

To a solution of the product from Step 1 (1.0 g, 3.7 mmol) and cinnamyl bromide (0.72 g, 3.7 mmol) in DMF (15 mL) at 0° C. under N2 was added the NaH (121 mg, 4.0 mmol, 80% in oil). After 20 min. at 0° C., the reaction was stirred for 1 h at r.t. Saturated NH4Cl (15 mL) was then added and the product was extracted with Et2O. The organic phase was washed with H2O and brine, and was then dried (MgSO4) filtered, and evaporated. The residue was purified by flash chromatography (1:10 EtOAc:hexane) to give a colourless oil (1.26 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06583126B2
Quelldatensatzuspto-grants-2003_06
ORD IDord-1f8e870885524a499154f697da8702ca
Quellennotizuspto-grants-2003_06