Bromine → 3-Bromo-2-hexyl-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene

HRID 1940693

Reaktionsgleichung

[CH3:1][C:2]1([CH3:20])[C:11]2[C:6](=[CH:7][C:8]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[CH:9][CH:10]=2)[C:5]([CH3:19])([CH3:18])[CH2:4][CH2:3]1.[Br:21]Br>C(Cl)(Cl)(Cl)Cl.[Fe]>[CH3:1][C:2]1([CH3:20])[C:11]2[C:6](=[CH:7][C:8]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[C:9]([Br:21])[CH:10]=2)[C:5]([CH3:19])([CH3:18])[CH2:4][CH2:3]1

Komponenten

Reaktionsbedingungen

Temperatur: 0 °C

Versuchsvorschrift

10 g of 1,1,4,4-tetramethyl-6-hexyl-1,2,3,4-tetrahydro-naphthalene were dissolved in 100 ml of carbon tetrachloride and, after the addition of a spatula tip of iron powder, treated dropwise at 0° C. with 6.4 g of bromine. After stirring at 0° C. for 3 hours the reaction mixture was poured into ice-water, extracted with ether and, after drying over sodium sulphate, evaporated. The crude product was purified by filtration over a silica gel column (eluent hexane/ethyl acetate=9:1) and gave 13 g of 1,1,4,4-tetramethyl-6-hexyl-7-bromo-1,2,3,4-tetrahydro-naphthalene as a pale yellow oil.

Aufarbeitung

extractionextracted with ether
dry with materialafter drying over sodium sulphate
customevaporated
filtrationThe crude product was purified by filtration over a silica gel column (eluent hexane/ethyl acetate=9:1)

Quellen und Nachweise

ORD-Eintrag: ord-3a38c50f8b354c93b6774fc9d5236b31
Quelldatensatz: uspto-grants-1997_12
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05700836

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