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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1885488Generated: October 29, 2026

Water → Deca-8-yl acrylate

https://huagongshe.com/reaction/1885488

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantAcrylic AcidHCID 6581—
Reactant4-MethoxyphenolHCID 9015—
SolventTolueneHCID 1140—
ProductDeca-8-yl acrylateHCID 1785376570%

Reaction Steps

In a 10-liter separable flask equipped with a stirrer, a condenser and a water separator, 2700 g of tricyclo[5.2.1.02,6 ]deca-8-ol, 1588 g of acrylic acid, 2700 g of toluene, 135 g of p-toluenesulfonic acid, and 0.64 g of hydroquinone monomethyl ether were placed and reacted at 115° C. with stirring for 2 hours while removing the water generated out of the system. Then, the reaction solution was taken out of the flask and then subjected to distillation to remove low boiling point components. Then, 15 g of hydroquinone monomethyl ether was added to the resulting solution and distillation under reduced pressure was conducted to isolate a distillate having a boiling point of 87°-92° C. under 0.7 mmHg. The distillate was washed with an aqueous solution of 2% KOH, washed with water, dehydrated and filtered to give tricyclo[5.2.1.02,6 ]deca-8-yl acrylate (hereinafter referred to as "TCD-AA") in 70% yield and 99.5% purity.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE034061
Source datasetuspto-grants-1992_09
ORD IDord-6938b310641542df948fc8917dd7aedd
Source noteuspto-grants-1992_09