6-Methoxy-1,2,3,4-tetrahydronaphthalen-1-ol → 7-Methoxy-1,2-dihydronaphthalene

HRID 2110979

Reaktionsgleichung

Reaktionsgleichung von HRID 2110979
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9](O)[CH2:8][CH2:7][CH2:6]2>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10]([CH:9]=[CH:8][CH2:7][CH2:6]2)=[CH:11][CH:12]=1

Komponenten

3

Edukt 1

HCID 110522116-Methoxy-1,2,3,4-tetrahydronaphthalen-1-ol

Produkt 1

HCID 5947787-Methoxy-1,2-dihydronaphthaleneAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
115 °C

Versuchsvorschrift

Crude 6-methoxy-1,2,3,4-tetrahydronaphthalen-1-ol (10.3 g, 0.058 mol) was dissolved in 100 ml of toluene and heated in an oil bath (115° C.). P-tolylsulphonic acid (20 mg) was added to the reaction mixture and it was refluxed for about 1 h. The reaction was monitored by GC. The reaction mixture was then cooled and washed with sat. NaHCO3 solution, water and brine and organic layer was dried over Na2SO4. Concentration gave 8.87 g of light brown oil. Yield 96%.

Aufarbeitung

  1. temperaturewas refluxed for about 1 h
  2. temperatureThe reaction mixture was then cooled
  3. washwashed with sat. NaHCO3 solution, water and brine and organic layer
  4. dry with materialwas dried over Na2SO4
  5. concentrationConcentration

Quellen und Nachweise

ORD-Eintrag
ord-7c095eeee5fd44d19f6edf1be616582b
Quelldatensatz
uspto-grants-2009_04
Patentnummer
US07517992B2

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