反応 #60525

反応方程式

Lithium aluminum hydride

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

Sodium fluoride

water

→

crude product

収率 102.7%

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

収率 102.7%

溶媒

tetrahydrofuran

tetrahydrofuran

反応条件

後処理

1. 1
   workup.ADDITIONwas gradually added
2. 2
   workup.STIRRINGAfter stirring for 1 hour and 35 minutes
3. 3
   ろ過insoluble materials were filtered off
4. 4
   濃縮the 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
   その他for drying
8. 8
   ろ過The desiccant was filtered off
9. 9
   濃縮the filtrate was concentrated under reduced pressure

実験手順

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.

出典