Réaction #1929022

ord-746948d6ac4a4c8eade3027451cd2569

Équation de réaction

O=C(Cl)c1ccccc1
Benzoyl chloride
O=[N+]([O-])c1cccc(O)c1
3-Nitrophenol
CCN(CC)CC
triethylamine
O
water
O=C(Oc1cccc([N+](=O)[O-])c1)c1ccccc1
3-nitrophenyl benzoate
Rendement 90.3%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.STIRRINGthe resulting solution was shaken at room temperature until full conversion
  2. 2
    SéchageThe organic phase was dried over magnesium sulfate
  3. 3
    Filtrationfiltered
  4. 4
    Autrethe solvent was removed under reduced pressure

Mode opératoire

3-Nitrophenol (1.716 g, 12.346 mmol) and triethylamine (1.6 mL, 12.346 mmol) were dissolved in 50 mL of dichloromethane. The solution was shaken 30 minutes at room temperature. Benzoyl chloride (1.43 mL, 12.346 mmol) was added drop by drop and the resulting solution was shaken at room temperature until full conversion as determined by thin-layer chromatography. Carbonated water (20 mL) was added three times. The organic phase was dried over magnesium sulfate, filtered and the solvent was removed under reduced pressure, thus affording 2.7080 g of a white solid corresponding to 3-nitrophenyl benzoate (11.144 mmol, yield=90%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08945522B2uspto-grants-2015_02