反应详情

温度

0 °C

Into a three-necked flask having a 1 l capacity was added lithium aluminum hydride (5.7 g, 0.15 mol), and cooled down to 0° C., followed by dropwise adding tetrahydrofuran (100 ml) and a solution of 4-(trans-4'-n-propylcyclohexyl)benzoyl chloride (53.0 g, 0.2 mol) in tetrahydrofuran (100 ml) in this order, agitating the mixture at room temperature for 3 hours, again cooling it down to 0° C., adding ethyl acetate (10 ml), water (10 ml) and 2N NaOH aqueous solution (10 ml) in this order, heating the mixture under reflux for 30 minutes, cooling the resulting material, filtering, adding saturated NaCl aqueous solution (100 ml) and ethyl acetate (100 ml), removing the aqueous layer, washing the resulting organic layer with water till the washing water became neutral, drying over anhydrous sodium sulfate, removing a drying agent, concentrating under reduced pressure, recrystallizing from heptane solvent and drying to obtain the captioned compound (35.8 g). Its structure was confirmed by NMR spectra.

1. customInto a three-necked flask having
2. temperatureagain cooling it down to 0° C.
3. temperatureheating the mixture
4. temperatureunder reflux for 30 minutes
5. temperaturecooling the resulting material
6. filtrationfiltering
7. additionadding saturated NaCl aqueous solution (100 ml) and ethyl acetate (100 ml)
8. customremoving the aqueous layer
9. washwashing the resulting organic layer with water till the washing water
10. dry with materialdrying over anhydrous sodium sulfate
11. customremoving a drying agent
12. concentrationconcentrating under reduced pressure
13. customrecrystallizing from heptane solvent
14. customdrying