Bromide ion → Methyl 4-(2-methoxyethenyl)benzoate

HRID 21888Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 21888
C([Li])CCC.[Br-].[CH:7]([C:9]1[CH:18]=[CH:17][C:12]([C:13]([O:15][CH3:16])=[O:14])=[CH:11][CH:10]=1)=O.[O:19]1[CH2:23]CC[CH2:20]1>CCCCCC>[CH3:20][O:19][CH:23]=[CH:7][C:9]1[CH:18]=[CH:17][C:12]([C:13]([O:15][CH3:16])=[O:14])=[CH:11][CH:10]=1

Komponenten

6

Edukt 4

HCID 259Bromide ionHCID 8028Tetrahydrofuran2×HCID 15294Methyl 4-FormylbenzoateHCID 178418339Butyllithium

Produkt 1

HCID 54136641Methyl 4-(2-methoxyethenyl)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8058HexaneLösungsmittel

Versuchsvorschrift

In an atmosphere of argon, a solution containing butyllithium dissolved in hexane was added to a solution containing 120 g of methoxymethyltriphenylphosphoni bromide dissolved in tetrahydrofuran (THF), and the mixture was stirred for one hour at room temperature. A solution containing 50 g of methyl 4-formylbenzoate dissolved in THF was added thereto, and stirring was continued for two hours. The reaction solution was washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography to obtain 47 g of methyl 4-(2-methoxyethenyl)benzoate (45).

Aufarbeitung

  1. additionwas added to a solution
  2. additionwas added
  3. stirringstirring
  4. waitwas continued for two hours
  5. washThe reaction solution was washed with water
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-30c8d4df7660407e8061edc357ed082f
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05425897

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