Hydrochloric Acid → Benzylvinylether

Participants

Reaction Steps

45 g (0.25 equivalent) of a dicyclopentadiene skeleton phenolic resin (DPP-3H, special phenolic resin, available from Nippon Petrochemicals Co., Ltd.), 38.1 g of vinylbenzyl chloride (CMS-AM; purity of 91%; 0.25 mol; m-/p-isomers: 50/50 wt % mixture; available from Seimi Chemical Co., Ltd.), 2.4 g of tetra-n-butylammonium bromide, 0.038 g of 2,4-dinitrophenol, and 200 g of methyl ethyl ketone were charged into a four-necked flask equipped with a thermoregulator, a stirrer, a cooling condenser, and a dropping funnel, and the mixture was dissolved under stirring. 40 g of a 50 wt % aqueous solution of NaOH (NaOH, 0.48 mol) was added dropwise at 75° C. to the obtained solution over 20 minutes, and a reaction was further carried out at 75° C. for 4 hours. The obtained mixture in the flask was neutralized with 2N hydrochloric acid, and 100 g of toluene was added. An organic layer was then washed with distilled water three times. After methyl ethyl ketone was distilled off under reduced pressure, a reaction product was precipitated in methanol to collect a solid matter through filtration, which was then dried at 50° C. in vacuum to obtain a vinylbenzyl ether compound. The obtained compound is designated as Compound 11.

Provenance & Evidence