4-Methoxyphenol → Dicyclopentadiene

Participants

Reaction Conditions

Reaction Steps

59.1 g (0.20 mol) 3-methacryloyloxypropyltrimethoxy silane and some hydroquinone monomethyl ether (MEHQ) are placed in a sulphonation flask which is connected via a distillation bridge to a cracking apparatus. After flushing with argon, cyclopentadiene is fed into the reaction vessel, with simultaneous stirring and warming to 85 to 90° C. After 33 hours the reaction has finished and formed dicyclopentadiene is distilled off at 0.05 mbar. Following subsequent fractional distillation in a high vacuum, the norbornene silane (1) (bp: 98°-100° C./7.0 mPa) is obtained as a colourless liquid in 70% yield.

Provenance & Evidence