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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 718075Erstellt: 25. Oktober 2026

Dibenz(b,f)azepine → (Z)-methyl 4-((5H-dibenzo[b,f]azepin-5-yl)methyl)benzoate

https://huagongshe.com/reaction/718075

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDibenz(b,f)azepineHCID 9212—
EduktDibutyltin dichlorideHCID 12688—
EduktPhenylsilaneHCID 12752—
EduktMethyl 4-FormylbenzoateHCID 15294—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(Z)-methyl 4-((5H-dibenzo[b,f]azepin-5-yl)methyl)benzoateHCID 5978351783%

Reaktionsschritte

(Z)-5H-Dibenzo[b,f]azepine (100 mg, 0.52 mmol), dibutyltin dichloride (54 mg, 0.16 mmol) and methyl 4-formylbenzoate (260 mg, 1.60 mmol) were stirred in THF (2 mL) for 30 minutes. Phenylsilane was added and the reaction mixture was stirred for 3 days. The solvent was evaporated and the residue was purified by flash chromatography (0% to 40% EtOAc in hexanes). The fractions containing some product were washed with Na2S2O4. The layers were split and the organic layer was evaporated to afford title compound 350 (147 mg, 83%) as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09193749B2
Quelldatensatzuspto-grants-2015_11
ORD IDord-7abb1a6f4fef4ff6bddca28cd544f8f0
Quellennotizuspto-grants-2015_11