Reacción #595348

Ecuación de reacción

water

sodium hydride

[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methanol

chlorodimethyl ether

→

2-(4-Chlorophenyl)-4-[(methoxymethoxy)methyl]-1,3-oxazole

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITat RT for 1 h
2. 2
   TemperaturaThe reaction mixture is again cooled to 0° C.
3. 3
   workup.STIRRINGThe mixture is stirred at 0° C. for 10 min
4. 4
   workup.WAITat RT for 2 h
5. 5
   Extracciónthe reaction mixture is extracted three times with in each case 25 ml of ethyl acetate
6. 6
   SecadoThe combined organic phases are dried over magnesium sulfate
7. 7
   Otrothe solvent is removed on a rotary evaporator
8. 8
   OtroThe product obtained
9. 9
   Otrois used without further purification in the subsequent reaction

Procedimiento

1.32 g (7.54 mmol) of [2-(4-chlorophenyl)-1,3-oxazol-4-yl]methanol (Example 100A) are initially charged in 18.5 ml of dry THF and cooled to 0° C., and 0.33 g (8.29 mmol) sodium hydride (60% strength in mineral oil) are added. The mixture is stirred at 0° C. for 10 min and then at RT for 1 h. The reaction mixture is again cooled to 0° C., and 0.69 ml (9.04 mmol) of chlorodimethyl ether is added. The mixture is stirred at 0° C. for 10 min and then at RT for 2 h. 5 ml of water are then added, and the reaction mixture is extracted three times with in each case 25 ml of ethyl acetate. The combined organic phases are dried over magnesium sulfate and the solvent is removed on a rotary evaporator. The product obtained is used without further purification in the subsequent reaction.

Fuente