Water → Bis(2-acryloylthio ethyl) sulfide

Participants

Reaction Steps

476.54 g of the thus-obtained bis[2-(3-chloropropionylthio) ethyl]sulfide (1.35 mol for a target product with the converted purity) was dissolved in 2000 g of acetone to obtain a solution. Thereinto were dropped 323.80 g of triethyl amine (3.20 mol) at 5° C. over an hour. When the triethyl amine was all dropped, the reaction mixture was further reacted while being stirred for another 2 hours, and then no raw material existing in the HPLC was confirmed and returned to room temperature (25° C.). Thereto were added 7000 g of hexane and 7000 g of pure water to stir at 25° C. and extract. 10% hydrochloric acid was added to the hexane solution in the organic layer at room temperature, washing and separation were repeated until no chlorine ion was detected, and then solution separation was performed to take out the organic layer. 450 mg of 4-methoxyphenol, i.e., a polymerization inhibitor was added thereto, hexane was removed at 35° C. under reduced pressure and concentrated to obtain 348.04 g of a colorless and transparent liquid, i.e., bis(2-acryloylthio ethyl) sulfide (MESDA). The yield was 84% [yield from bis(2-mercaptoethy) sulfide, purity conversion value] and the purity was 95% (HPLC analysis by the internal standard method).

Provenance & Evidence