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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 280902Generated: October 26, 2026

Methacrylic Acid → Deca-8-yl methacrylate

https://huagongshe.com/reaction/280902

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethacrylic AcidHCID 4093—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant4-MethoxyphenolHCID 9015—
SolventWaterHCID 962—
ProductDeca-8-yl methacrylateHCID 2214053180%

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 (white crystal powder), 1896 g of methacrylic acid, 2700 g of toluence, 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 90°-95° C. under 0.7 mmHg. The distillate was washed with an agueous solution of 2% KOH, washed with water, dehydrated and filtered to give tricyclo[5.2.1.02,6 ]deca-8-yl methacrylate (hereinafter referred to as "TCD-MA") in 80% yield and 99.5 % purity.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04591626
Source datasetuspto-grants-1986_05
ORD IDord-6788eb50112040a99233e8cd6a34197b
Source noteuspto-grants-1986_05