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

HRID 24566

Reaktionsgleichung

Reaktionsgleichung von HRID 24566
[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-121fda83a02d475a9abaa17eaf5c6112
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06855832B2

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