Water → 6-Bromo-1,1,4,4,7-pentamethyl-1,2,3,4-tetrahydronaphthalene

HRID 840471

Reaktionsgleichung

Reaktionsgleichung von HRID 840471
[Al+3].[Cl-].[Cl-].[Cl-].Cl[C:6]([CH3:14])([CH2:8][CH2:9][C:10](Cl)([CH3:12])[CH3:11])[CH3:7].O.[Br:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH3:23]>>[Br:16][C:17]1[C:18]([CH3:23])=[CH:19][C:20]2[C:10]([CH3:12])([CH3:11])[CH2:9][CH2:8][C:6]([CH3:14])([CH3:7])[C:21]=2[CH:22]=1

Komponenten

5

Edukt 4

HCID 962WaterHCID 72362-Bromotoluene2×HCID 80360Hexane, 2,5-dichloro-2,5-dimethyl-HCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 100393466-Bromo-1,1,4,4,7-pentamethyl-1,2,3,4-tetrahydronaphthalene

Versuchsvorschrift

30 ml of 2-bromotoluene and 14 g (0.11 mol) of AlCl3 were introduced into a three-necked flask, cooling was carried out to 0° C. and a solution of 50 g (0.27 mol) of 2,5-dichloro-2,5-dimethylhexane in 100 ml of 2-bromotoluene was added dropwise, and the reaction mixture was permitted to heat to room temperature. The reaction mixture was poured into water and extracted with dichloromethane. The organic phase was separated by settling, washed with an aqueous sodium bicarbonate solution and evaporated. The product crystallized on stirring in methanol. After filtration, 56.9 g (75%) of 2-bromo-5,6,7,8-tetrahydro-3,5,5,8,8-pentamethylnaphthalene, with a melting-point of 92°-93° C., were recovered.

Aufarbeitung

  1. temperaturecooling
  2. customwas carried out to 0° C.
  3. extractionextracted with dichloromethane
  4. customThe organic phase was separated
  5. washwashed with an aqueous sodium bicarbonate solution
  6. customevaporated
  7. customThe product crystallized
  8. filtrationAfter filtration, 56.9 g (75%) of 2-bromo-5,6,7,8-tetrahydro-3,5,5,8,8-pentamethylnaphthalene
  9. customa melting-point of 92°-93° C.
  10. customwere recovered

Quellen und Nachweise

ORD-Eintrag
ord-74fea49a9f0c4ff39a1a9519cc837b0f
Quelldatensatz
uspto-grants-2002_04
Patentnummer
US06368608B1

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