2,4-Dimethyl-3-pyridinemethanol → 2,4-Dimethylnicotinaldehyde

Temperature

80 °C

A magnetically stirred mixture of (2,4-dimethyl-pyridin-3-yl)-methanol (0.342 g, 2.5 mmol) and IBX (1.40 g, 5 mmol) in acetonitrile (5 mL) placed in a round bottom flask was heated at 80° C. in an oil bath for 1 h. The mixture was cooled to room temperature and filtered. The solid was washed with acetonitrile. The filtrate was concentrated and applied to a short silica gel column and chromatographed using hexane/ethyl acetate solvent mixture (30-60% ethyl acetate). Product containing fractions were combined and the solvent was evaporated to afford 0.283 g of 2,4-dimethyl-pyridine-3-carbaldehyde as a white solid. MS: (M+H)/z=136.

1. customplaced in a round bottom flask
2. temperatureThe mixture was cooled to room temperature
3. filtrationfiltered
4. washThe solid was washed with acetonitrile
5. concentrationThe filtrate was concentrated
6. customchromatographed
7. additionProduct containing fractions
8. customthe solvent was evaporated

ORD record

ord-853c044ce9024f69be275d7cb191a09d

Source dataset

uspto-grants-2013_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08519135B2