Acetic Acid → (3-bromo-4-hydroxy-5-methoxy-phenyl)-acetic Acid Methyl Ester

HRID 547139Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 547139
C[Si](C=[N+]=[N-])(C)C.[Br:8][C:9]1[CH:10]=[C:11]([CH2:18][C:19]([OH:21])=[O:20])[CH:12]=[C:13]([O:16][CH3:17])[C:14]=1[OH:15].[C:22](O)(=O)C>CO.C1(C)C=CC=CC=1>[CH3:22][O:20][C:19](=[O:21])[CH2:18][C:11]1[CH:12]=[C:13]([O:16][CH3:17])[C:14]([OH:15])=[C:9]([Br:8])[CH:10]=1

Komponenten

6

Edukt 3

HCID 176Acetic AcidHCID 167693TrimethylsilyldiazomethaneHCID 5198053-Bromo-4-hydroxy-5-methoxyphenylacetic acid

Produkt 1

HCID 57443577(3-bromo-4-hydroxy-5-methoxy-phenyl)-acetic Acid Methyl EsterAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 1140TolueneLösungsmittel

Versuchsvorschrift

Trimethylsilyldiazomethane (2 M solution in diethyl ether, 0.409 mL, 0.818 mmol) was added to a solution of (3-bromo-4-hydroxy-5-methoxy-phenyl)-acetic acid (150 mg, 0.575 mmol) in methanol (1 mL) and toluene (4 mL), and the mixture was stirred at room temperature for 30 minutes. Acetic acid was added to the reaction mixture to terminate the reaction, and then the mixture was concentrated under reduced pressure to give the target compound as a colorless oil (158 mg, 99%).

Aufarbeitung

  1. customto terminate
  2. customthe reaction
  3. concentrationthe mixture was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6b9ba776c6794e07a24d95e6769726de
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07935688B2

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