Benzophenone imine → HCID 67281784, Verbindung

Temperatur

100 °C

Benzophenoneimine (55.3 ul), 2,2-bis(diphenylphosphino)-1,1-binaphthyl (29.3 mg), sodium tert-butoxide (22.6 mg) and Pd2DBA3 (15.3 mg) were added to a toluene (0.5 ml) solution of the compound 319-1 (30 mg). The reaction solution was heated to 100° C. and stirred for 3 hours. Diethyl ether was added to the reaction solution, and the obtained mixture was filtered with Celite. The filtrate was concentrated under reduced pressure. 2 M hydrochloric acid (78.5 ul) was added to a THF (1 ml) solution of the residue, and the obtained mixture was stirred at room temperature for 12 hours. A saturated sodium bicarbonate aqueous solution was added to the reaction solution, and the mixture was extracted with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate and then filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-heptane:ethyl acetate=9:1 to ethyl acetate), so as to obtain the title compound (17 mg).

1. filtrationthe obtained mixture was filtered with Celite
2. concentrationThe filtrate was concentrated under reduced pressure
3. addition2 M hydrochloric acid (78.5 ul) was added to a THF (1 ml) solution of the residue
4. stirringthe obtained mixture was stirred at room temperature for 12 hours
5. additionA saturated sodium bicarbonate aqueous solution was added to the reaction solution
6. extractionthe mixture was extracted with dichloromethane
7. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
8. filtrationfiltered
9. concentrationThe filtrate was concentrated under reduced pressure
10. customthe residue was purified by silica gel column chromatography (n-heptane:ethyl acetate=9:1 to ethyl acetate)

ORD-Eintrag

ord-2fddb126e2a04dc8a351854a33bc67ed

Quelldatensatz

uspto-grants-2012_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08268848B2