Реакция #595336

Уравнение реакции

sodium hydroxide

lithium aluminum hydride

4-methylmorpholine

ethyl chloroformate

2-phenyl-5-(trifluoromethyl)-1,3-oxazole-4-carboxylic acid

→

[2-Phenyl-5-(trifluoromethyl)-1,3-oxazol-4-yl]methanol

Растворители

water

THF

THF

Условия реакции

Обработка

1. 1
   workup.STIRRINGThe reaction mixture is stirred overnight
2. 2
   Температураto warm to RT
3. 3
   ТемператураThe mixture is then once more cooled to 0° C.
4. 4
   workup.STIRRINGThe mixture is then stirred at RT overnight
5. 5
   ФильтрацияAfter filtration
6. 6
   Другоеthe solvent is removed on a rotary evaporator
7. 7
   ДругоеThe residue is used without further purification in the subsequent reaction

Методика

500 mg (1.94 mmol) of 2-phenyl-5-(trifluoromethyl)-1,3-oxazole-4-carboxylic acid are dissolved in 40 ml of dry THF and cooled to −10° C. 197 mg (1.94 mmol) of 4-methylmorpholine and 211 mg (1.94 mmol) of ethyl chloroformate are added. The reaction solution is stirred at −10° C. for 1 h. 3.9 ml (3.89 mmol) of a 1 M solution of lithium aluminum hydride in THF are then slowly added dropwise. The reaction mixture is stirred overnight and slowly allowed to warm to RT. The mixture is then once more cooled to 0° C., and 0.6 ml of water and 1.2 ml of 1 N aqueous sodium hydroxide solution are added carefully. The mixture is then stirred at RT overnight. After filtration, the solvent is removed on a rotary evaporator. The residue is used without further purification in the subsequent reaction.

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