Reacción #595346

Ecuación de reacción

lithium aluminum hydride

compound

Methyl 5-(4-chlorophenyl)-1,3-oxazole-4-carboxylate

water

sodium hydroxide

→

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

Disolventes

THF

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONAfter the addition
2. 2
   Temperaturathe reaction solution is slowly warmed to RT
3. 3
   workup.STIRRINGWith stirring
4. 4
   Temperaturathe mixture is then heated
5. 5
   Temperaturaat reflux for 2 h
6. 6
   TemperaturaThe mixture is then cooled again to 0° C.
7. 7
   workup.STIRRINGthe mixture is stirred at RT for 3 h
8. 8
   OtroThe precipitate formed
9. 9
   Filtraciónis filtered off
10. 10
    Otrothe filtrate is freed from the solvent on a rotary evaporator
11. 11
    OtroThe residue is used without further purification in the subsequent reaction

Procedimiento

166 mg (4.38 mmol) of lithium aluminum hydride are initially charged in 10 ml of dry THF and cooled to 0° C. A solution of 260 mg (1.09 mmol) of the compound from Example 37A in 10 ml of dry THF is added dropwise. After the addition has ended, the reaction solution is slowly warmed to RT and stirred at this temperature for 1 h. With stirring, the mixture is then heated at reflux for 2 h. The mixture is then cooled again to 0° C., 0.4 ml of water and 0.8 ml of 1 N aqueous sodium hydroxide solution are added carefully and the mixture is stirred at RT for 3 h. The precipitate formed is filtered off, and the filtrate is freed from the solvent on a rotary evaporator. The residue is used without further purification in the subsequent reaction.

Fuente