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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2416169Generated: November 1, 2026

Ethanone, 1-(2,6,6-trimethyl-3-cyclohexen-1-yl)- → Ethanone, 1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-

https://huagongshe.com/reaction/2416169

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanone, 1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-HCID 117287—
ReactantPotassium tert-butoxideHCID 23665647—
CatalystTetrabutylammonium BromideHCID 74236—
SolventTetraethylene glycol monomethyl etherHCID 90263—
ProductEthanone, 1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-HCID 117287—
ProductTrans-4-Acetyl-3,5,5-TrimethylcyclohexeneHCID 54437493—

Reaction Steps

In a 500-ml four-necked flask equipped with a thermometer, a condenser and a stirrer, placed were 2,6,6-trimethyl-3-cyclohexenyl methyl ketone (100 g) synthesized in Referential Example 1, tetraethyleneglycol monomethyl ether (150 ml), potassium t-butoxide (25 g) and tetra-n-butylammonium bromide (2 g). Under stirring, they were reacted at 175° C. for 4 hours. The reaction mixture at this time was sampled and analyzed by gas chromatography, resulting in that the content of trans-2,6,6-trimethyl-3-cyclohexenyl methyl ketone (1a′) was 12%, while those of 2,6,6-trimethyl-2-cyclohexenyl methyl ketone (1b) and 2,6,6-trimethyl-1-cyclohexenyl methyl ketone (1c) produced by the above reaction were 61% and 27%, respectively.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06822121B2
Source datasetuspto-grants-2004_11
ORD IDord-003a52ccc16e4300a266f82c260a3dab
Source noteuspto-grants-2004_11