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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1437313Generated: October 31, 2026

Toluene → 2-Acetoxycyclohex-3-enecarboxylic acid butyl ester

https://huagongshe.com/reaction/1437313

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantButyl AcrylateHCID 8846—
Reactant1,3-Butadienyl acetateHCID 15195—
CatalystHydroquinoneHCID 785—
Product2-Acetoxycyclohex-3-enecarboxylic acid butyl esterHCID 58743904—

Reaction Conditions

Temperature120 °C

Reaction Steps

1-Acetoxy-1,3-butadiene (30.1 g, 0.268 mol) was dissolved in toluene (20 ml). To this was added butyl acrylate (37.9 ml, 0.265 mol) and hydroquinone (0.14 g). The colourless solution was heated at 120° C. for 26 hours under argon. More 1-acetoxy-1,3-butadiene (10.6 g, 0.095 mol) in toluene (2 ml) was then added, and heating continued for a further 68 hours. The solution was cooled then evaporated in vacuo to give a viscous yellow oil (69 g), which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07622481B2
Source datasetuspto-grants-2009_11
ORD IDord-f3edd721696b4ef2b8722cd585b83fe5
Source noteuspto-grants-2009_11