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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1579808Generated: November 3, 2026

Boron trifluoride → 4,4,8-Trimethyl-9-methylene-bicyclo[3.3.1]nonan-6-one

https://huagongshe.com/reaction/1579808

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron trifluorideHCID 6356—
Reactant(E)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-en-1-oneHCID 5366077—
SolventBenzeneHCID 241—
SolventDiethyl EtherHCID 3283—
Product4,4,8-Trimethyl-9-methylene-bicyclo[3.3.1]nonan-6-oneHCID 23338062—

Reaction Steps

A solution of 2,6,6-trimethyl-1-crotonoyl-2-cyclohexene (1.0 g.) in a mixture of benzene and ether (10 ml.) was heated at ca. 80° in the presence of a catalytic amount of a saturated solution of BF3 in ether. The course of the reaction was followed by v.p.c. analysis. Three hours were usually necessary for converting the starting material into the bicyclic compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03931326
Source datasetuspto-grants-1976_01
ORD IDord-59de67da72724604899c8684ee8dce92
Source noteuspto-grants-1976_01