ChemicalBook CAS DataBase List ETHYL 3-ETHOXYBUT-2-ENOATE

ETHYL 3-ETHOXYBUT-2-ENOATE synthesis

14synthesis methods

Product Name:ETHYL 3-ETHOXYBUT-2-ENOATE
CAS Number:998-91-4
Molecular formula:C8H14O3
Molecular Weight:158.2

141-97-9 Synthesis

141-97-9
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$5.00/25g

122-51-0 Synthesis

122-51-0
488 suppliers
$10.00/5ml

998-91-4
41 suppliers
$14.14/250mgs:

Yield: 85%

Reaction Conditions:

Stage #1:ethyl acetoacetate with sulfuric acid in ethanol at 50;Inert atmosphere;
Stage #2:orthoformic acid triethyl ester at 50; for 16 h;

Steps:

2
To a solution of ethylacetoacetate (2.7 kg, 20.74 mol) in ethanol (4 L) was added conc.H₂S0₄ (4 ml) at 25 °C under a nitrogen atmosphere. The mixture was heated to 50 °C before adding triethylorthoformate (3073.6 g, 20.74 mol) drop wise. The mixture was stirred at 50 °C for 16h. The mixture was concentrated under reduced pressure to give the title compound (2.8 kg, 85 %) as a yellow oil. ¹H NMR (400 MHz, CDCI₃): δ 4.9 (s, 1 H), 4.1 (m, 2H), 3.7 (m, 2H), 2.2 (s, 3H), 1.2 (m, 3H), 1.1 (m, 3H).

References:

PFIZER LIMITED;BELL, Andrew Simon;GARDNER, Iain Brian;PRYDE, David Cameron;WAKENHUT, Florian Michel;GIBSON, Karl Richard WO2012/66442, 2012, A1 Location in patent:Page/Page column 23

141-97-9 Synthesis

141-97-9
788 suppliers
$5.00/25g

122-51-0 Synthesis

122-51-0
488 suppliers
$10.00/5ml

998-91-4
41 suppliers
$14.14/250mgs:

109-94-4 Synthesis