Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 641104Generated: October 30, 2026

Formic Acid → 4-Ethenylcyclohexanone

https://huagongshe.com/reaction/641104

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
ReactantTolueneHCID 1140—
Reactant8-Vinyl-1,4-dioxaspiro[4,5]decaneHCID 57598919—
SolventSodium chloride; waterHCID 57417360—
Product4-EthenylcyclohexanoneHCID 54395387.5%

Reaction Steps

103.3 g of the compound (22), 86.5 g of 98% formic acid and 200 mL of toluene were added to a reactor under nitrogen atmosphere, and stirred under refluxing and heating for 2 hours. After confirming that the reaction had been completed by GC analysis, the reaction mixture was poured into and mixed with 500 mL of brine at 0° C. The mixture was separated into an organic layer and an aqueous layer by standing still, so as to attain extraction to the organic layer. The resulting organic layer was fractionated and washed with brine, followed by drying over anhydrous magnesium sulfate, and the solvent was removed by distillation under reduced pressure. The resulting residue was distilled under reduced pressure to obtain 66.7 g of 4-vinylcyclohexanone (23) as a colorless transparent liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07695777B2
Source datasetuspto-grants-2010_04
ORD IDord-1285cec7da1949c397cb77883f2d0f9d
Source noteuspto-grants-2010_04