Dimethylformamide → HCID 22716807, compound

Participants

Reaction Steps

To a solution of 4-(phenylmethyl)piperidinyl (200 mg) and diisopropylethylamine (130 mg) in dimethylformamide (1 ml) was added 3-[[(methylsulfonyl)oxy]methyl]-4-phenylmethoxybenzaldehyde (320 mg). After stirring at room temperature for 3 hours the reaction mixture was partially concentrated under reduced pressure and the residue was purified by flash column chromatography using petroleum ether:diethyl ether (1:1) as eluant. The pure fractions were combined and evaporated under reduced pressure to give 4-phenylmethoxy-3-[[4-(phenylmethyl)-1-piperidinyl]-methyl]benzaldehyde (170 mg) as a gum. 1H NMR (CDCl3) δ9.95 (s, 1H, CHO); 5.20 (s, 2H); 3.68 (s, 2H). TLC (silica gel): Rf=0.2 (dichloromethane: diethyl ether, 3:1).

Provenance & Evidence