Reacción #595344

ord-867345793a3c4a99be0f169b1582f752

Ecuación de reacción

Cc1oc(-c2ccc(Cl)cc2)[n+]([O-])c1C
compound
Cc1oc(-c2ccc(Cl)cc2)[n+]([O-])c1C
2-(4-Chlorophenyl)-4,5-dimethyl-1,3-oxazole 3-oxide
O=P(Cl)(Cl)Cl
phosphoryl chloride
N
ammonia
Cc1oc(-c2ccc(Cl)cc2)nc1CCl
4-(Chloromethyl)-2-(4-chlorophenyl)-5-methyl-1,3-oxazole

Disolventes

Condiciones de reacción

Temperatura
0°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturathe reaction mixture is heated
  2. 2
    Temperaturaat reflux for 30 min
  3. 3
    ExtracciónThe mixture is extracted three times with in each case 20 ml of ethyl acetate
  4. 4
    LavadoThe combined organic phases are washed twice with in each case 5 ml of water
  5. 5
    Secadodried over magnesium sulfate
  6. 6
    OtroThe solvent is removed on a rotary evaporator
  7. 7
    OtroThe residue is used without further purification in the subsequent steps

Procedimiento

1.00 g (4.47 mmol) of the compound from Example 31A are initially charged in 15 ml of chloroform, and 1.5 ml (16.10 mmol) of phosphoryl chloride are added carefully. With stirring, the reaction mixture is heated at reflux for 30 min. The mixture is then cooled to 0° C. and made weakly basic by addition of ammonia. The mixture is extracted three times with in each case 20 ml of ethyl acetate. The combined organic phases are washed twice with in each case 5 ml of water and then dried over magnesium sulfate. The solvent is removed on a rotary evaporator. The residue is used without further purification in the subsequent steps.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09095582B2uspto-grants-2015_08