P-Cymene → 1,1,3,4,4,6-Hexamethyltetralin

HRID 462614

Reaktionsgleichung

Reaktionsgleichung von HRID 462614
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH3:10])[CH3:9])=[CH:6][CH:7]=1.[C:11](Cl)(C)(C)C.[CH2:16]=[CH:17][C:18](C)([CH3:20])[CH3:19].[Cl-].[Al+3].[Cl-].[Cl-].C([Al](CC)CC)C>>[CH3:9][C:8]1([CH3:11])[C:5]2[C:6](=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=2)[C:18]([CH3:20])([CH3:19])[CH:17]([CH3:16])[CH2:10]1

Komponenten

6

Edukt 5

HCID 7463P-CymeneHCID 10486tert-BUTYL CHLORIDEHCID 112103,3-Dimethyl-1-buteneHCID 6451240Aluminum(III) ChlorideHCID 16682930Triethylaluminum

Produkt 1

HCID 1027501,1,3,4,4,6-Hexamethyltetralin

Versuchsvorschrift

p-cymene is reacted with t-butylchloride, neohexene and a mixture of aluminium chloride and triethylaluminium to form 1,1,3,4,4,6-hexamethyl tetralin by the general process described in U.S. Pat. No. 3,856,875 or Japanese 79125647 but modified by cooling the reaction mixture by including dichloromethane in it and refluxing this from the mixture at about 20 mm Hg, thereby maintaining a reaction temperature of about -15° C.

Quellen und Nachweise

ORD-Eintrag
ord-c6844f2dc1264fd08e3255cb37d2bb8f
Quelldatensatz
uspto-grants-1985_05
Patentnummer
US04515990

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