Triethylamine → HCID 20441850, compound

Participants

Reaction Conditions

Reaction Steps

Anhydrous hydrogen fluoride (8 g, 0.4 mole) was added to 400 ml of methylene chloride at 0° C. in a polyethylene reactor. Methylisocyanate (22.8 g, 0.4 mole) was added at -5° C. to 0° C. in 0.5 hr. After stirring for 1 hr at 0° C., a solution of 125.6 g of n-dodecyl N-chlorothio-N-methylcarbamate in 100 ml of methylene chloride was added, followed by a dropwise addition of 40.5 g (0.4 mole) of triethylamine. The mixture was stirred at 0° C. for one hour and was allowed to warm to ambient temperature. Water (300 ml) was added with vigorous stirring. The organic layer was washed with a saturated aqueous solution of sodium bicarbonate, then with water until the washings became neutral, dried over anhydrous magnesium sulfate, filtered and concentrated to give 129 g (92%) of oily N-(N'-n-Dodecyloxycarbonyl-N'-Methylaminosulfenyl)-N-methylcarbamoyl fluoride.

Provenance & Evidence