Reaktion #595346

Reaktionsgleichung

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

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle