Dimethylformamide → HCID 21947595, Verbindung

Temperatur

70 °C

To a suspension of 2-3 (12.7 g, 63.2 mmol) was added a solution of 9-BBN in THF (132 mL of a 0.5 M solution, 65.8 mmol). After stirring for 15 hours, potassium carbonate powder (14.5 g, 105 mmol) and 2-3 (12.7 g, 52.7 mmol) was added. To this mixture was then added a premixed, degassed, aged (80° C. for 30 minutes with vigorous stirring) suspension of Pd(OAc)2 (1.78 g, 7.9 mmol) and DPPF (4.96 g, 8.9 mmol) in DMF (50 mL) via a cannula, and the resulting mixture degassed with argon bubbling for 30 minutes. The mixture was then heated at 70° C. for 3 hours. Following cooling, the mixture was reduced to a thick slurry, diluted with ether, washed with water and brine. The organics were dried over MgSO4 and concentrated to give a brown oil. This residue was chromatographed on silica gel (40–60% EtOAc/hexanes) to give 2-4 (9.6 g) as a yellow solid.

1. additionTo this mixture was then added a premixed
2. customdegassed
3. customthe resulting mixture degassed with argon bubbling for 30 minutes
4. temperatureFollowing cooling
5. additiondiluted with ether
6. washwashed with water and brine
7. dry with materialThe organics were dried over MgSO4
8. concentrationconcentrated
9. customto give a brown oil
10. customThis residue was chromatographed on silica gel (40–60% EtOAc/hexanes)

ORD-Eintrag

ord-a3f5605e237b4ca68423c0c568881fbb

Quelldatensatz

uspto-grants-2006_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07109191B2