反应 #595346

反应方程式

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

溶剂

THF

THF

反应条件

后处理

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

实验过程

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.

来源