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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 718096Erstellt: 24. Oktober 2026

Sodium hydride → ethyl 7-(11-oxodibenzo[b,f][1,4]thiazepin-10(11H)-yl)heptanoate

https://huagongshe.com/de/reaction/718096

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
EduktEthyl 7-bromoheptanoateHCID 122490—
EduktDibenzothiazepinoneHCID 374829—
LösungsmittelDimethylformamideHCID 6228—
Produktethyl 7-(11-oxodibenzo[b,f][1,4]thiazepin-10(11H)-yl)heptanoateHCID 5852250269,2%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

Title compound 409 (0.403 g, 1.77 mmol) was dissolved in DMF (5.0 mL) and sodium hydride (60% in oil, 0.0.086 g, 2.13 mmol) was added. The reaction mixture was stirred at 50° C. for 30 minutes. Ethyl 7-bromoheptanoate (0.631 g, 2.66 mmol) was added and the reaction mixture was stirred at 50° C. for 16 hours. The mixture was cooled down to room temperature and quenched with water. The aqueous layer was extracted 3 times with at mixture of 75% ethyl acetate in hexanes. The combined organic extracts were washed with water and brine, dried over sodium sulfate, filtered and evaporated. The residue was purified by flash chromatography (30% ethyl acetate in hexanes) to afford title compound 410 (470 mg, 69%). MS (m/z): 384.4 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09193749B2
Quelldatensatzuspto-grants-2015_11
ORD IDord-8a4c8c4e35544463ad4e8200b89db19a
Quellennotizuspto-grants-2015_11