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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 324415Erstellt: 25. Oktober 2026

Boron trifluoride etherate → (+/-)-5-(7-Ethyl-9,10-dihydro-2-methyl-4H-benzo[5,6]cyclohepta[1,2-d]oxazol-4-yl)-2,4(1H,3H)-pyrimidinedione

https://huagongshe.com/reaction/324415

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBoron trifluoride etherateHCID 8000—
EduktTriethylsilaneHCID 12052—
EduktSodium BicarbonateHCID 516892—
Edukt(+/-)-4-(2,4-Bis(1,1-dimethylethoxy)pyrimidin-5-yl)-7-ethyl-2-methyl-9,10-dihydro-4H-benzo[5,6]cyclohepta[1,2-d]oxazol-4-olHCID 70113732—
LösungsmittelDichloromethaneHCID 6344—
Produkt(+/-)-5-(7-Ethyl-9,10-dihydro-2-methyl-4H-benzo[5,6]cyclohepta[1,2-d]oxazol-4-yl)-2,4(1H,3H)-pyrimidinedioneHCID 70114236—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

A stirred solution of the product from step (i) (0.60 g) in dichloromethane (15 ml) was treated with triethylsilane (0.225 ml) and cooled to 0° C. Boron trifluoride etherate (0.65 ml) was added in four equal portions at 5 minute intervals and the reaction stirred at room temperature for 16 hours. The reaction was poured into saturated sodium bicarbonate solution (200 ml) and extracted with ethyl acetate. The extracts were dried (MgSO4) and evaporated to give a yellow solid which was purified by reverse phase chromatography eluting with 50% to 80% methanol in 0.1% aqueous ammonium acetate.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06218376B1
Quelldatensatzuspto-grants-2001_04
ORD IDord-81e57e3676454468b17fdd38b48e4ab2
Quellennotizuspto-grants-2001_04