Reacción #54889

ord-2c63af5457b94fa0bd77f1f3794a6fa2

Ecuación de reacción

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

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroto destroy the excess diazomethane
  2. 2
    Lavadothe solution is washed with dilute sodium bicarbonate solution and water
  3. 3
    Secadodried over sodium sulfate
  4. 4
    OtroEvaporation of volatile materials at reduced pressure

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04150235uspto-grants-1979_04