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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 563449Generated: October 26, 2026

Ethyl vinyl ether → 1-(1'-Ethoxyethoxy)-3-methacryloyloxyadamantane

https://huagongshe.com/reaction/563449

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl vinyl etherHCID 8023—
ReactantSodium CarbonateHCID 10340—
Reactant3-Hydroxy-1-methacryloyloxyadamantaneHCID 11856523—
CatalystHydrochloric AcidHCID 313—
SolventTetrahydrofuranHCID 8028—
Product1-(1'-Ethoxyethoxy)-3-methacryloyloxyadamantaneHCID 5791499599%

Reaction Steps

Under a nitrogen atmosphere, 23.6 g (0.1 mols) of 1-hydroxy-3-methacryloyloxyadamantane (HAMA) was dissolved in 100 ml of tetrahydrofuran (THF) and 21.6 g (0.3 mols) of vinyl ethyl ether and 0.1 ml (1 mmol) of hydrochloric acid were added, followed by stirring at room temperature for 3 days. The reaction solution was neutralized with an aqueous Na2CO3 solution added and, after phase separation, the upper layer was washed with water so as to adjust the pH to 7. MgSO4 was added and the solution was dehydrated and filtered, and then concentrated to dryness to obtain 30 g of 1-(1′-ethoxyethoxy)-3-methacryloyloxyadamantane (EEAM) (yield: 99%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067515B2
Source datasetuspto-grants-2011_11
ORD IDord-b16c97d351ee49668f703146f841eec4
Source noteuspto-grants-2011_11