2-(2-Naphthoxy)ethanol → 2-[[2-(2-Naphthalenyloxy)ethyl]oxy]thiophene

HRID 2225622Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2225622
[CH3:1][O:2][C:3]1[S:4][CH:5]=[CH:6][CH:7]=1.[CH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][C:9]=1[O:18][CH2:19]CO>C1C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>[CH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][C:9]=1[O:18][CH2:19][CH2:1][O:2][C:3]1[S:4][CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 2

HCID 71312-(2-Naphthoxy)ethanolHCID 856102-Methoxythiophene

Produkt 1

HCID 190044702-[[2-(2-Naphthalenyloxy)ethyl]oxy]thiopheneAusbeute 49,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6101p-Toluenesulfonic acidKatalysatorHCID 241BenzeneLösungsmittel

Versuchsvorschrift

A solution of 2-methoxythiophene (2.28 g) and 2-(2-naphthalenyloxy)ethanol (4.0 g) in benzene (35 mL) containing para-toluenesulfonic acid (0.02 g) was stirred at reflux for 3 days in a flask equipped with a Soxhlet extractor charged with 4 Å molecular sieves. The mixture was cooled, washed with 0.5N sodium hydroxide solution, dried over anhydrous magnesium sulfate (MgSO4) and evaporated. Crystallization of the residual material from ethanol (30 mL) provided 2.68 g of 2-[[2-(2-naphthalenyloxy)ethyl]oxy]thiophene as colorless flakes, mp 129°-130 ° C.

Aufarbeitung

  1. temperatureat reflux for 3 days in a flask
  2. customequipped with a Soxhlet extractor
  3. additioncharged with 4 Å molecular sieves
  4. temperatureThe mixture was cooled
  5. washwashed with 0.5N sodium hydroxide solution
  6. dry with materialdried over anhydrous magnesium sulfate (MgSO4)
  7. customevaporated
  8. customCrystallization of the residual material from ethanol (30 mL)

Quellen und Nachweise

ORD-Eintrag
ord-77634a073577487782f20506c3ab9fb5
Quelldatensatz
uspto-grants-1994_09
Patentnummer
US05344843

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