Reaktion #54889

ord-2c63af5457b94fa0bd77f1f3794a6fa2

Reaktionsgleichung

C=[N+]=[N-]
diazomethane
CCCCCC(O)CCCC(CCCc1ccc(C(=O)O)cc1)C(C)=O
4-(4-acetyl-8-hydroxytridecyl)benzoic acid
CC(=O)O
Acetic acid
CCCCCC(O)CCCC(CCCc1ccc(C(=O)OC)cc1)C(C)=O
methyl 4-(4-acetyl-8-hydroxytridecyl)benzoate

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeto destroy the excess diazomethane
  2. 2
    Waschenthe solution is washed with dilute sodium bicarbonate solution and water
  3. 3
    Trocknendried over sodium sulfate
  4. 4
    SonstigeEvaporation of volatile materials at reduced pressure

Vorschrift

A solution of diazomethane (approximately 2.5 g., 0.06 mole) in ether (100 ml.) is mixed with a solution of 4-(4-acetyl-8-hydroxytridecyl)benzoic acid (10.8 g., 0.03 mole) in ether (50 ml.). The resulting solution is allowed to stand 4 hours at room temperature. Acetic acid is then added to destroy the excess diazomethane and the solution is washed with dilute sodium bicarbonate solution and water and dried over sodium sulfate. Evaporation of volatile materials at reduced pressure yields methyl 4-(4-acetyl-8-hydroxytridecyl)benzoate, a colorless viscous oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04150235uspto-grants-1979_04