Acetonitrile → HCID 86628605, compound

Participants

Reaction Steps

To a suspension of 1-(pyridin-3-ylmethyl)tetrahydrothiophenium hexafluorophosphate (4.97 g, prepared according to JACS, 1997 (119), 12376) and 3′,5′-dichlorobiphenyl-2-carbaldehyde (3.07 g) in 80 mL of MeCN was added aqueous KOH (2 M, 12.18 mL). The reaction was stirred at room temperature for 21 h, then partitioned between water and dichloromethane. The aqueous solution was extracted with dichloromethane (4×). The combined organic solutions were dried over Na2SO4 and concentrated. Flash chromatography (10% to 80% EA in hexanes) provided 2.86 g of 2-(3,5-dichlorophenyl)-3-(3-pyridin-3-yloxiran-2-yl)pyridine 1-1 as a white solid.

Provenance & Evidence