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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2082199Generated: October 31, 2026

Carbamic acid, ethyl ester → Ethyl (2-methylacryloyl)carbamate

https://huagongshe.com/reaction/2082199

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbamic acid, ethyl esterHCID 5641—
ReactantTetrahydrofuranHCID 8028—
ReactantPotassium tert-butoxideHCID 23665647—
ProductEthyl (2-methylacryloyl)carbamateHCID 136285406.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

To the solution of 8.9 g of ethyl carbamate in 100 g of THF, 11.2 g of potassium t-butoxide was mixed and the reaction mixture was stirred for 1 hour at 60° C. The resulting slurry was added dropwise to the solution of 5.43 g of methacryloyl acid chloride in 50 g of THF heated at 60° C. in 2 hours. After removing THF by vacuum evaporation, the residue was extracted with 1000 ml of water and 500 ml of ethyl acetate. The organic phase was concentrated in vacuo and the residue was subjected to column chromatography for purification, thereby isolating 1.0 g of ethyl methacryloylcarbamate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05187306
Source datasetuspto-grants-1993_02
ORD IDord-cac834d7774748a98d9a69a2e72de78f
Source noteuspto-grants-1993_02