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

HRID 265762

Reaktionsgleichung

Reaktionsgleichung von HRID 265762
[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-52c3b975a4ff4d7081c1963b6454b7db
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05648514

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