HCID 178418573, compound → HCID 178466675, compound

Participants

Reaction Conditions

Reaction Steps

6-hydroxy-4-(trifluoromethyl)picolinaldehyde (2.00 g, 10.5 mmol) was dissolved in dry THF (20 mL) and cooled to −78° C. Methyl magnesium bromide (24 mmol) was added dropwise over 5 minutes. The mixture was allowed to mix for 15 minutes. The reaction was allowed to warm to room temperature and slowly quenched with saturated ammonium chloride (20 mL). The solution was then extracted with ethyl acetate (3×100 mL). The organic extracts were combined and washed with brine (1×) dried over sodium sulfate and concentrated to yield 1.50 g of desired product (70%). 1HNMR (CDCl3 400 MHz) δ6.70 (s, 1H), 6.28 (s, 1H), 4.80 (m, 1H), 3.46 (q, 1H), 1.55 (d, 3H). Mass Spec.: 208.14 (MH)+.

Provenance & Evidence