ChemicalBook CAS DataBase List ETHYL 2-(BROMOMETHYL)ACRYLATE

ETHYL 2-(BROMOMETHYL)ACRYLATE synthesis

9synthesis methods

Product Name:ETHYL 2-(BROMOMETHYL)ACRYLATE
CAS Number:17435-72-2
Molecular formula:C6H9BrO2
Molecular Weight:193.04

105-53-3
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17435-72-2
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Yield:-

Reaction Conditions:

in acetonitrile

Steps:

P.1 [Formula (IA), X = COOCH2CH3; Y = R3 = R4 = H; R1 = R2 = CH2CH3].
Preparative Example 1 Ethyl 2,4-bis(ethoxycarbonyl)-4-pentenoate (Ia) [Formula (IA), X = COOCH₂CH₃; Y = R³ = R⁴ = H; R¹ = R² = CH₂CH₃]. [Typical procedure]. To a suspension of sodium hydride (80% dispersion in oil, 0.36g, 12mmol) in acetonitrile (10mL), was added diethyl malonate (1.60g, 10mmol). The resulting suspension was allowed to stir at room temperature for 15 minutes. A solution of ethyl α-(bromomethyl)acrylate [obtained from a modified procedure of S. E. Drewes, G. Loizou and G. H. P. Roos, Synthetic Communications, 1987, 17(3) , 291-298] (1.93g, 10mmol) in acetonitrile (5mL) was then added slowly to the above suspension. Stirring was maintained for 2 hours and then the reaction mixture was poured into water, and extracted (3x) with diethyl ether.

References:

COMMONWEALTH SCIENTIFIC AND INDUSTRIAL RESEARCH ORGANISATION;E.I. du Pont de Nemours and Company (a Delaware corporation) EP729449, 2000, B1

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