Methanol → 2-Hydroxy-6-methylpyridine-3-carbaldehyde

Participants

Role	Name	HCID	Charge
Reactant	Methanol	HCID 887	—
Reactant	Tetrahydrofuran	HCID 8028	—
Reactant	3-(Hydroxymethyl)-6-methylpyridin-2(1H)-one	HCID 20216078	—
Catalyst	Manganese dioxide	HCID 14801	—
Solvent	Dichloromethane	HCID 6344	—
Product	2-Hydroxy-6-methylpyridine-3-carbaldehyde	HCID 12722462	101%

Reaction Conditions

Temperature	57 °C

Reaction Steps

3-(hydroxymethyl)-6-methyl-2(1H)-pyridinone (2.0 g, 13 mmol) was dissolved in CH2Cl2(80 mL), THF (80 mL) and MeOH (5 mL), MnO2 (3.7 g, 43 mmol) was added. The reaction mixture was heated at 57° C. for 18 hours. The reaction was filtered through a pad of Celite® and concentrated to give a solid (1.8 g, 90%). LCMS (ES+) m/z 138 (MH+).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08071592B2
Source dataset	uspto-grants-2011_12
ORD ID	ord-38e5c289d77b47e98b517c9b86820670
Source note	uspto-grants-2011_12