Pyridine → 3-Acetoxycyclohexene

Temperatur

0 °C

To a solution of 2-cyclohexen-1-ol (16) (45.5 mmol, 5.02 mL) in pyridine (0.27 mol, 22 mL) at 0° C., acetic anhydride was added dropwise and the reaction mixture was stirred at 0° C. for ½ h. The ice bath was removed, and the mixture was stirred at room temperature overnight. The mixture was diluted with EtOAc, washed with HCl (1 N), saturated NaHCO3, brine, and concentrated in vacuo to give 6 g (94%) of the crude product 17 which was used in the next step without further purification. TLC with 20% EtOAc/Hexane, stained with 5% H2SO4/EtOH, Rf for (16): 0.4, Rf for (17): 0.8.

1. customThe ice bath was removed
2. stirringthe mixture was stirred at room temperature overnight
3. additionThe mixture was diluted with EtOAc
4. washwashed with HCl (1 N), saturated NaHCO3, brine
5. concentrationconcentrated in vacuo

ORD-Eintrag

ord-9b69b1c899954ecc88c475798102edee

Quelldatensatz

uspto-grants-2014_11

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08889719B2