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

HRID 1283365Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1283365
[CH3:1][C:2]1[CH:3]([C:10](=[O:14])/[CH:11]=[CH:12]/[CH3:13])[C:4]([CH3:9])([CH3:8])[CH2:5][CH2:6][CH:7]=1.B(F)(F)F>C1C=CC=CC=1.CCOCC>[CH3:9][C:4]1([CH3:8])[CH:3]2[C:2](=[CH2:1])[CH:7]([CH:12]([CH3:13])[CH2:11][C:10]2=[O:14])[CH2:6][CH2:5]1

Komponenten

5

Edukt 2

HCID 6356Boron trifluorideHCID 5366077(E)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-en-1-one

Produkt 1

HCID 233380624,4,8-Trimethyl-9-methylene-bicyclo[3.3.1]nonan-6-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 241BenzeneLösungsmittelHCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

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.

Aufarbeitung

  1. customThree hours

Quellen und Nachweise

ORD-Eintrag
ord-3d250ec452554760877bb3f66f537124
Quelldatensatz
uspto-grants-1976_08
Patentnummer
US03975310

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