Reaction #595343

Reaction equation

compound

2-(4-Chlorophenyl)-5-ethyl-4-methyl-1,3-oxazole 3-oxide

phosphoryl chloride

ammonia

→

4-(Chloromethyl)-2-(4-chlorophenyl)-5-ethyl-1,3-oxazole

Solvents

chloroform

Conditions

Workup

1. 1
   TemperatureThe mixture is heated
2. 2
   Temperatureto reflux
3. 3
   ExtractionThe reaction mixture is extracted three times with in each case 20 ml of ethyl acetate
4. 4
   OtherThe solvent is removed on a rotary evaporator
5. 5
   Otherthe residue is dried in a vacuum
6. 6
   Otherdrying cabinet
7. 7
   OtherThe product is used without further purification in the subsequent reactions

Procedure

1.00 g (4.21 mmol) of the compound from Example 29A are dissolved in 15 ml of chloroform, and 1.4 ml (15.15 mmol) of phosphoryl chloride are added carefully. The mixture is heated to reflux and stirred at this temperature for 30 min. The mixture is then cooled to 0° C. and made slightly basic using ammonia. The reaction mixture is extracted three times with in each case 20 ml of ethyl acetate. The solvent is removed on a rotary evaporator and the residue is dried in a vacuum drying cabinet. The product is used without further purification in the subsequent reactions.

Source