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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1283365Generated: October 30, 2026

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

https://huagongshe.com/reaction/1283365

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 numberUS03975310
Source datasetuspto-grants-1976_08
ORD IDord-3d250ec452554760877bb3f66f537124
Source noteuspto-grants-1976_08