Methanol → Methyl 4-(1-methoxyethyl)benzoate

HRID 1479726

Reaktionsgleichung

Reaktionsgleichung von HRID 1479726
[CH3:1]O.[Bi](Br)(Br)Br.[OH:7][CH:8]([C:10]1[CH:19]=[CH:18][C:13]([C:14]([O:16][CH3:17])=[O:15])=[CH:12][CH:11]=1)[CH3:9]>ClC(Cl)(Cl)Cl>[CH3:17][O:16][C:14](=[O:15])[C:13]1[CH:18]=[CH:19][C:10]([CH:8]([O:7][CH3:1])[CH3:9])=[CH:11][CH:12]=1

Komponenten

5

Edukt 3

HCID 887MethanolHCID 82232bismuth(III) bromideHCID 586417Methyl 4-(1-hydroxyethyl)benzoate

Produkt 1

HCID 14597192Methyl 4-(1-methoxyethyl)benzoateAusbeute 57 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

To the solution of methanol (53 mg, 1.67 mmol) in perchloromethane (80 mL) was added bismuth (III) bromide (743 mg, 1.67 mmol), the mixture was stirred for 30 minutes at room temperature, the methyl 4-(1-hydroxyethyl)benzoate (300 mg, 1.67 mmol) was added, the mixture was stirred at room temperature for 12 hours. Then the mixture was concentrated and purified by column chromatography (silica gel, Petroleum ether/ethyl acetate=20:1) to give methyl-4-(1-methoxyethyl)benzoate (185 mg, 57%), as oil.

Aufarbeitung

  1. stirringthe mixture was stirred at room temperature for 12 hours
  2. concentrationThen the mixture was concentrated
  3. custompurified by column chromatography (silica gel, Petroleum ether/ethyl acetate=20:1)

Quellen und Nachweise

ORD-Eintrag
ord-d2d43a9475f9494c8b9dcb738c8fe8bd
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09409865B2

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