Réaction #1726708

ord-6e8ae098219249df9b35011e0df6ad9e

Équation de réaction

O
water
O=C(CBr)c1ccccc1
2-bromoacetophenone
O=C1NC(=O)c2ccccc21.[K]
potassium phthalimide
O=C(CN1C(=O)c2ccccc2C1=O)c1ccccc1
2-phthalimido-acetophenone
Rendement 86.0%

Solvants

Conditions de réaction

Température
40°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Extractionextracted with chloroform (300 ml
  2. 2
    LavageThe combined organic phases were washed with sodium hydroxide (200 ml, 0.2 N), water (2×100 ml) and brine (100 ml)
  3. 3
    Séchagedried over magnesium sulfate
  4. 4
    Concentrationconcentrated in vacuo
  5. 5
    Filtrationrecovered by filtration
  6. 6
    Lavagewashed with ether (100 ml)
  7. 7
    Autredried in vacuo

Mode opératoire

A solution of 2-bromoacetophenone (30.0 g, 151 mmol) in DMF (120 ml) was treated with potassium phthalimide (30.8 g, 166 mmol) portionwise at ambient temperature, and then heated to 40° C. for 3.5 hr. The cooled mixture was poured into water (600 ml) and extracted with chloroform (300 ml then 100 ml). The combined organic phases were washed with sodium hydroxide (200 ml, 0.2 N), water (2×100 ml) and brine (100 ml), dried over magnesium sulfate and concentrated in vacuo. The resulting cream solid was suspended in ether (100 ml), recovered by filtration, washed with ether (100 ml) and dried in vacuo to yield pure 2-phthalimido-acetophenone as a white solid (34.3 g, 86%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08110568B2uspto-grants-2012_02