Reaction #595347

Reaction equation

compound

[5-(4-Chlorophenyl)-1,3-oxazol-4-yl]methanol

thionyl chloride

→

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

Conditions

Workup

1. 1
   Otherexcess thionyl chloride is then removed under reduced pressure
2. 2
   Washwashed once with 2 ml of sat. aqueous sodium bicarbonate solution
3. 3
   DryingThe organic phase is dried over magnesium sulfate
4. 4
   Otherthe solvent is removed on a rotary evaporator
5. 5
   OtherThe product obtained
6. 6
   Otheris used without further purification in the subsequent reactions

Procedure

269 mg (0.77 mmol) of the compound from Example 38A are initially charged in 0.43 ml (5.85 mmol) of thionyl chloride. The reaction mixture is stirred at RT for 12 h, and excess thionyl chloride is then removed under reduced pressure. The residue is taken up in 5 ml of ethyl acetate and washed once with 2 ml of sat. aqueous sodium bicarbonate solution. The organic phase is dried over magnesium sulfate and the solvent is removed on a rotary evaporator. The product obtained is used without further purification in the subsequent reactions.

Source