Reaction #595344

Reaction equation

compound

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

phosphoryl chloride

ammonia

→

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

Solvents

chloroform

Conditions

Workup

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

Procedure

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.

Source