Réaction #1244247

ord-d5eca52ef81147d8b22377cb6ac8bcbf

Équation de réaction

CCC(=O)Cl
propanoyl chloride
Oc1ccc(N=Nc2ccccc2)cc1
4-Phenylazophenol
CCN(CC)CC
triethylamine
CCC(=O)Oc1ccc(N=Nc2ccccc2)cc1
product
Rendement 72.0%
CCC(=O)Oc1ccc(N=Nc2ccccc2)cc1
Propionic acid 4-phenylazo-phenyl ester
Rendement 72.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autrereaction
  2. 2
    LavageThe reaction mixture was washed with water
  3. 3
    workup.ADDITIONdilute acid and brine
  4. 4
    Séchagedried with magnesium sulfate
  5. 5
    AutreThe solvent was evaporated

Mode opératoire

4-Phenylazophenol (0.25 g, 1.26 mmoles) was dissolved in ether (5-10 mL) and triethylamine (0.26 mL) was added. Then propanoyl chloride (0.14 g 1.5 mmoles) in ether (1 mL) was added dropwise at room temperature. The mixture was stirred and reaction was rapidly completed. The reaction mixture was washed with water, dilute acid and brine and dried with magnesium sulfate. The solvent was evaporated to give 0.23 g (72%) of product. 1H NMR (CDCl3) δ=1.16 (3H, t, J=7.7), 2.40 (2H, q J=7.7), 7.25 (2H, m), 7.40-7.58 (3H, m), 7.88-8.0 (4H, m) ppm.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07807075B2uspto-grants-2010_10