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

HRID 1448887Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1448887
[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-a4a53fd9fbab4b64ae6186beef87e6f5
Quelldatensatz
uspto-grants-1980_02
Patentnummer
US04187863

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