Sulfuric Acid → 6-Bromo-1,1-dimethyl-1,2,3,4-tetrahydronaphthalene

HRID 233094

Reaktionsgleichung

Reaktionsgleichung von HRID 233094
[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][CH2:10][C:11]([CH3:14])(O)[CH3:12])[CH:5]=[CH:6][CH:7]=1.OS(O)(=O)=O>O>[Br:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:6][CH:7]=1)[C:11]([CH3:14])([CH3:12])[CH2:10][CH2:9][CH2:8]2

Komponenten

4

Edukt 2

HCID 1118Sulfuric AcidHCID 225715955-(3-Bromophenyl)-2-methylpentan-2-ol2×

Produkt 1

HCID 105860636-Bromo-1,1-dimethyl-1,2,3,4-tetrahydronaphthalene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

15.0 g (58.3 mmol) of 5-(3-bromophenyl)-2-methylpentan-2-ol (Compound E) was cooled to 0° C. and then 2.8 ml of conc. H2SO4 was added. The mixture was stirred for 2.5 hours, diluted with water (20 ml) and extracted with Et2O (3×40 ml). The combined organic layers were washed with water, sat. aqueous NaHCO3 and brine, dried over MgSO4 and concentrated in vacuo. Purification by kugelrohr distillation gave the title compound as a colorless oil.

Aufarbeitung

  1. extractionextracted with Et2O (3×40 ml)
  2. washThe combined organic layers were washed with water, sat. aqueous NaHCO3 and brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customPurification
  6. distillationby kugelrohr distillation

Quellen und Nachweise

ORD-Eintrag
ord-1a3d6ab476954dd2a560d1465a0e1058
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05591858

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