Diisobutylaluminum hydride → HCID 67455467, compound

Participants

Reaction Conditions

Reaction Steps

Methyl 6-((tetrahydro-2H-pyran-2-yloxy)methyl)nicotinate (1.5 g, 6.0 mmol) was dissolved in THF (30 mL) and cooled to 0° C. under nitrogen. DIBAL-H (1.0 M in THF, 21 mL, 21 mmol) was added dropwise, via a syringe over 5 min, and stirred for 90 min. The reaction mixture was warmed to room temperature, and quenched with water (25 mL), followed by saturated NH4Cl (10 mL). After stirring for 10 minutes, the mixture was basified with solid KOH, extracted with CH2Cl2 (2×100 mL), washed with brine (100 mL), dried (MgSO4), filtered, and concentrated, to afford (6-((tetrahydro-2H-pyran-2-yloxy)methyl)pyridin-3-yl)methanol as a yellow oil (1.3 g, 97%).

Provenance & Evidence