Reacción #60525

Ecuación de reacción

Lithium aluminum hydride

4-(4-t-butylcyclohexyl)-3-(4-butylpiperazin-1-yl)benzoic acid methyl ester

Sodium fluoride

water

→

crude product

Rendimiento 102.7%

[4-(4-t-Butylcyclohexyl)-3-(4-butylpiperazin-1-yl)phenyl]methanol

Rendimiento 102.7%

Disolventes

tetrahydrofuran

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas gradually added
2. 2
   workup.STIRRINGAfter stirring for 1 hour and 35 minutes
3. 3
   Filtracióninsoluble materials were filtered off
4. 4
   Concentraciónthe filtrate was concentrated under reduced pressure
5. 5
   workup.DISSOLUTIONThe obtained residue was dissolved in ethyl acetate
6. 6
   workup.ADDITIONanhydrous sodium sulfate was added
7. 7
   Otrofor drying
8. 8
   FiltraciónThe desiccant was filtered off
9. 9
   Concentraciónthe filtrate was concentrated under reduced pressure

Procedimiento

Lithium aluminum hydride (29 mg, 0.764 mmol) was suspended in anhydrous tetrahydrofuran (5 mL). To the suspension was added a solution of 4-(4-t-butylcyclohexyl)-3-(4-butylpiperazin-1-yl)benzoic acid methyl ester (308 mg, 0.743 mmol) in anhydrous tetrahydrofuran (5 mL) at room temperature under a nitrogen atmosphere, followed by stirring for 55 minutes. Sodium fluoride (262 mg) was added to the reaction mixture, and water (0.11 mL) was gradually added while blowing nitrogen. After stirring for 1 hour and 35 minutes, insoluble materials were filtered off and the filtrate was concentrated under reduced pressure. The obtained residue was dissolved in ethyl acetate, and anhydrous sodium sulfate was added for drying. The desiccant was filtered off and the filtrate was concentrated under reduced pressure to give 295 mg of a crude product of the title compound as a colorless oil.

Fuente