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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2122063Generated: November 4, 2026

Pyridine → 2-Methyl-2-adamantyl methacrylate

https://huagongshe.com/reaction/2122063

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantMethacryloyl chlorideHCID 13528—
ReactantAdamantanoneHCID 64151—
ReactantHCID 178418573HCID 178418573—
SolventTetrahydrofuranHCID 8028—
Product2-Methyl-2-adamantyl methacrylateHCID 9837566—

Reaction Conditions

Temperature50 °C

Reaction Steps

30 g of 2-adamantanone was dissolved in tetrahydrofuran anhydride. Then, 200 ml of solution of methyl magnesium bromide dissolved in tetrahydrofuran in an amount of 1 mol/liter was added thereto at room temperature. After 3 hours, 5 g of pyridine was added, 26 g of methacrylic acid chloride was then added, and the resulting mixture was stirred at 50° C. for 3 hours. After the obtained reaction mixture was concentrated, hexane and a 1N ammonium chloride solution were added to the mixture, and the resulting mixture was shaken to separate an organic phase. Then, the organic phase was washed with a 5% sodium hydroxide solution and then with water, and it was confirmed that the pH of an aqueous phase became 8. The washed organic phase was concentrated so as to obtain crude 2-methyl-2-adamantyl methacrylate containing 90% by weight of 2-methyl-2-adamantyl methacrylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06696595B2
Source datasetuspto-grants-2004_02
ORD IDord-5353bf15adb84f6f8321a8a88e830468
Source noteuspto-grants-2004_02