Selenium Dioxide → HCID 58478784, Verbindung

Temperatur

100 °C

A solution of 2-methyl-7H-furo[3,4-b]pyridin-5-one (1.41 g, 9.46 mmol) in dioxane (50 mL) is treated with selenium dioxide (1.2 g, 10.8 mmol) and the reaction mixture is heated at 100° C. for 3 h. Additional selenium dioxide (1.2 g, 10.8 mmol) is added at 3 and 6 hours and the reaction mixture is heated at 100° C. The reaction is heated at 100° C. for an additional 42 h. The reaction mixture is filtered through celite and washed with dioxane. The filtrate is concentrated under reduced pressure and subject to chromatography (silica gel, EtOAc/hexane). The high Rf product containing fractions are concentrated to give 5-Oxo-5,7-dihydro-furo[3,4-b]pyridine-2-carbaldehyde (1.23 g, 80%). The low Rf containing fractions are concentrated to give 5-Oxo-5,7-dihydro-furo[3,4-b]pyridine-2-carboxylic acid (159 mg, 9%).

1. temperaturethe reaction mixture is heated at 100° C
2. temperatureThe reaction is heated at 100° C. for an additional 42 h
3. filtrationThe reaction mixture is filtered through celite
4. washwashed with dioxane
5. concentrationThe filtrate is concentrated under reduced pressure
6. additionThe high Rf product containing fractions
7. concentrationare concentrated

ORD-Eintrag

ord-b3240599312a472aad325e45839a5afc

Quelldatensatz

uspto-grants-2011_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07977351B2