2-Hydroxy-2-methyl-5-phenylpentane → 1,1-Dimethyl-1,2,3,4-tetrahydronaphthalene

HRID 484371

Reaktionsgleichung

Reaktionsgleichung von HRID 484371
[CH3:1][C:2](O)([CH2:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:3]>O>[CH3:1][C:2]1([CH3:3])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5][CH2:4]1

Komponenten

3

Edukt 1

HCID 3464292-Hydroxy-2-methyl-5-phenylpentane

Produkt 1

HCID 161371,1-Dimethyl-1,2,3,4-tetrahydronaphthalene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To 18 ml of ice-cold concentrated H2SO4 was added 17.8 g (0.1 mol) of 2-methyl-5-phenyl-2-pentanol over 10 minutes. The mixture was then stirred at 0° C. for 15 minutes and at room temperature for 15 minutes. The mixture was treated with 50 ml of water and then extracted with ether. The ether extracts were combined and washed with water and saturated NaCl and NaHCO3 solutions and then dried (MgSO4). The solution was filtered and the solvent removed in-vacuo. The residue was purified by distillation (93° C.; 10 mm) to give the title compound as a colorless oil. PMR (CDCl3): δ 1.19 (6H, s), 1.45-1.53 (2H, m), 1.62-1.73 (2H, m), 2.62 (2H, t, J~6.1 Hz), 7.14-7.30 (4H, m).

Aufarbeitung

  1. extractionextracted with ether
  2. washwashed with water and saturated NaCl and NaHCO3 solutions
  3. dry with materialdried (MgSO4)
  4. filtrationThe solution was filtered
  5. customthe solvent removed in-vacuo
  6. distillationThe residue was purified by distillation (93° C.; 10 mm)

Quellen und Nachweise

ORD-Eintrag
ord-623721c1bfeb4af2aa0bbf9e5ea52ef0
Quelldatensatz
uspto-grants-1993_07
Patentnummer
US05231113

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