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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1297556Generated: October 30, 2026

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

https://huagongshe.com/reaction/1297556

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTetrafluoroboric acidHCID 28118—
ReactantTrans-4-Acetyl-3,5,5-TrimethylcyclohexeneHCID 54437493—
ProductEthanone, 1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-HCID 117287—

Reaction Conditions

Temperature130 °C

Reaction Steps

To trans 1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-ethanone (4.52 mol; trans/cis=94/5 to 99/1, purity≧99%) stirred under nitrogen at 20° C. was added HBF4.OEt2 (4.54 mmol of HBF4) and [Ru(COD)(methallyl)2] (4.54 mmol) was added consecutively. The resulting solution was heated to 130° C. and stirred over 30 minutes at 130° C. under nitrogen. Afterwards, the resulting mixture was cooled to 20° C. and there was obtained a mixture comprising (% by weight of the final mixture, obtained by GC analysis):

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07250536B2
Source datasetuspto-grants-2007_07
ORD IDord-7f51d90b273f4446879af1e1b8a9b152
Source noteuspto-grants-2007_07