Dimethyl Disulfide → HCID 15044963, compound

Participants

Reaction Steps

50 (0.56 mole) of methyl disulfide in 400 ml of 2.4-lutidine was added 46 g (0.72 mole) of copper. The mixture was heated at 140 ° for 3 hours. The solution was cooled to room temperature and 74.90 g (0.56 mole) of 3-bromo-5-methoxy-4-propoxybenzaldehyde was then added. The mixture was refluxed for 16 hours at 175° C. The solution was filtered and the filtrate was concentrated to dryness. The product was purified by flash column chromatography first then recrystallized from hexane to give 17.01 g (26% yield) of 3-methoxy-5-methylthio-4-propoxybenzaldehyde as a white solid. m.p. 64°-66° C. NMR (CDCl3): δ 1.1 (t, 3H, term CH3), 1.79 (m, 2H, OCH2CH2CH3), 2.47 (s, 3H, SCH3), 3.87 (s, 3H, OCH3), 4.05 (t, 2H, OCH2CH2CH3), 7.20 (S, 2H, Ar-e,uns/H/ ), ##STR25##

Provenance & Evidence