Methyl iodide → HCID 12945142, compound

Participants

Reaction Steps

Anhydrous methanol (3 ml) was added to 351 mg of alpha-(p-tolylthio)[p-(2-thienylcabonyl)phenyl]acetonitrile, and the mixture was stirred in an argon atmosphere under ice cooling. Then, 0.45 ml of a 2.5 M methanol solution of sodium methoxide was added, and 0.10 ml of methyl iodide was added dropwise. The temperature was brought to room temperature and the mixture was stirred for 15 minutes. An aqueous solution of ammonium chloride (0.2 g/30 ml) was added, and the mixture was extracted with 20 ml of methylene chloride three times. The extract was washed with 20 ml of water, dried over anhydrous magnesium sulfate; and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel; methylene chloride) to afford 314 mg (yield 86%) of alpha-(p-tolylthio)-alpha-[p-(2-thienylcabonyl)phenyl]-propionitrile as colorless crystals.

Provenance & Evidence