反应详情

温度

40 °C

To a solution of 3,3-diphenylacrylonitrile (4.45 g, 21.7 mmol) in THF (75 mL) at 0° C. was added aluminum(III) chloride (3.27 g, 24.5 mmol) and lithium tetrahydroaluminate (1 M in THF) (0.910 g, 24.0 mmol) (24 mL). The reaction mixture was warmed to room temperatrue and stirred for 1 h, heated to 40° C. for 2 h, heated to 60° C. for 2 h, quenched with water (5 mL), adjusted to pH 12 with ammonium hydroxide, diluted with brine, and EtOAc, extracted with EtOAc (5×), combined organic extracts washed with brine (1×), dried over MgSO4, filtered, and concentrated. Purification by flash column chromatography on silica gel (eluted with 3% to 10% MeOH (2 M NH3) in DCM) gave 3,3-diphenyl-2-propenylamine.

1. temperatureThe reaction mixture was warmed to room temperatrue
2. temperatureheated to 60° C. for 2 h
3. customquenched with water (5 mL)
4. additiondiluted with brine, and EtOAc
5. extractionextracted with EtOAc (5×)
6. washcombined organic extracts washed with brine (1×)
7. dry with materialdried over MgSO4
8. filtrationfiltered
9. concentrationconcentrated
10. customPurification by flash column chromatography on silica gel (eluted with 3% to 10% MeOH (2 M NH3) in DCM)