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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1471411Generated: October 26, 2026

2,2-Dimethoxypropane → Cyclohexanone, 2-(2-propen-1-yl)-

https://huagongshe.com/reaction/1471411

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2-DimethoxypropaneHCID 6495—
ReactantAllyl AlcoholHCID 7858—
ReactantCyclohexanoneHCID 7967—
Catalystp-Toluenesulfonic acid monohydrateHCID 521998—
SolventTolueneHCID 1140—
ProductCyclohexanone, 2-(2-propen-1-yl)-HCID 7894472%

Reaction Steps

A solution of cyclohexanone (98.1 g, 1 mol), allyl alcohol (127.8 g, 2.2 mol), dimethoxypropane (114.6 g, 1.1 mol), and PTSA.H2O (0.1 g, 0.5 mmol) in toluene (0.51) was heated at reflux in a flask equipped with a microdistillation column (30×2.5 cm, filled with Raschig rings). After collecting the fractions distilling at 25-60° C. and 60-110° C., the residue (120 g) was distilled using a 10 cm-Vigreux-column (0.07-0.06 mbar, head temperature: 57° C.) giving 2-allylcyclohexanone (99.1 g, 72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012391B2
Source datasetuspto-grants-2015_04
ORD IDord-2da0114382ec4575a762b0100fbbc525
Source noteuspto-grants-2015_04