反应详情

温度

-75 °C

To a solution of 2-(3,5-Dimethylbiphenyl-4-yl)-3-methoxy cyclopent-2-enone (0.6 g, 2.05 mmol) in tetrahydrofuran (12 ml) is added 1 molar solution of lithium bis(trimethylsilyl)amide in THF (2.5 ml, 2.5 mmol) under nitrogen atmosphere at −75° C. The resulting solution is stirred at −75° C. for 40 minutes and to this mixture, a solution of 3-tetrahydrofurancarboxaldehyde (0.42 g, 4.1 mmol) in THF is added over 20 minutes. The resulting solution is stirred at −75° C. for 2 hours. The cooling bath is removed and the mixture is allowed to reach room temperature, then stirred for 2 hours. The reaction mixture is quenched with ice cold water (100 ml) and extracted with ethyl acetate (3×75 ml, dried over anhydrous sodium sulphate, filtered and the filtrate is concentrated in vacuo to give a residue (1.1 g) which is used as such for the next step.

1. stirringThe resulting solution is stirred at −75° C. for 2 hours
2. customThe cooling bath is removed
3. customto reach room temperature
4. stirringstirred for 2 hours
5. customThe reaction mixture is quenched with ice cold water (100 ml)
6. extractionextracted with ethyl acetate (3×75 ml
7. dry with materialdried over anhydrous sodium sulphate
8. filtrationfiltered
9. concentrationthe filtrate is concentrated in vacuo