Réaction #7312

ord-1afeb603539e4cb68b366cc59118d27f

Équation de réaction

Clc1ccc2[nH]nnc2c1
5-chlorobenzotriazole
CC(=O)CCl
chloroacetone
O=C([O-])[O-].[K+].[K+]
potassium carbonate
[I-].[K+]
potassium iodide
CC(=O)Cn1nnc2cc(Cl)ccc21
1-(5-chlorobenzotriazol-1-yl)-propan-2-one
CC(=O)Cn1nnc2ccc(Cl)cc21
1-(6-chlorobenzotriazol-1-yl)-propan-2-one

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    FiltrationThe mixture is subsequently filtered
  2. 2
    Concentrationthe filtrate concentrated by evaporation in a vacuum
  3. 3
    Autrethe residue purified by flash chromatography

Mode opératoire

A mixture of 5 g of 5-chlorobenzotriazole, 1.4 g of chloroacetone, 5.1 g of potassium carbonate and 0.5 g of potassium iodide is stirred into 50 ml of acetone at room temperature for 48 h. The mixture is subsequently filtered, the filtrate concentrated by evaporation in a vacuum, and the residue purified by flash chromatography. In this way, two isomeric products, 1-(5-chlorobenzotriazol-1-yl)-propan-2-one and 1-(6-chlorobenzotriazol-1-yl)-propan-2-one, are isolated in approximately the same quantities, the first of which is then used directly in the next step.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07084280B2uspto-grants-2006_08