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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2406366Generated: October 29, 2026

Sulfuric Acid → 2-Butenoic acid, 3-ethoxy-, ethyl ester

https://huagongshe.com/reaction/2406366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantEthyl AcetoacetateHCID 8868—
ReactantEthyl orthoformateHCID 31214—
SolventEthanolHCID 702—
Product2-Butenoic acid, 3-ethoxy-, ethyl esterHCID 7913785.3%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of ethylacetoacetate (2.7 kg, 20.74 mol) in ethanol (4 L) was added conc.H2SO4 (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 16 h. The mixture was concentrated under reduced pressure to give the title compound (2.8 kg, 85%) as a yellow oil. 1H NMR (400 MHz, CDCl3): δ 4.9 (s, 1H), 4.1 (m, 2H), 3.7 (m, 2H), 2.2 (s, 3H), 1.2 (m, 3H), 1.1 (m, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809363B2
Source datasetuspto-grants-2014_08
ORD IDord-fb0853b2486949ee815bebb6944c9f03
Source noteuspto-grants-2014_08