Hydrochloric Acid → Benzylvinylether

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.

1. customequipped with a thermoregulator, a stirrer, a cooling condenser, and a dropping funnel
2. dissolutionthe mixture was dissolved
3. additionwas added
4. washAn organic layer was then washed with distilled water three times
5. distillationAfter methyl ethyl ketone was distilled off under reduced pressure
6. customa reaction product was precipitated in methanol
7. customto collect a solid matter
8. filtrationthrough filtration, which
9. customwas then dried at 50° C. in vacuum

ORD record

ord-af1290576fdf484881302e99b22f86c1

Source dataset

uspto-grants-2009_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07514379B2