反应详情

To a solution of 2-[(1-chloronaphthalen-2-yl)amino]ethanaminium chloride (73 mg, 0.25 mmol) in 4 mL of MeOH, K2CO3 (104 mg, 0.75 mmol) was added. After 10 min, 21 μL (0.253 mmol) of furan-2-carbaldehyde were added. The resulting solution was stirred for 2 h at room temperature, added with sodium borohydride (10 mg, 0.275 mmol) and the reaction was allowed to stir for further 15 h at rt. The mixture was diluted with 10 mL of ethyl acetate and transferred to a separatory funnel. The organic layer was washed with water and dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. The crude product was purified by flash chromatography on silica gel (CH2Cl2/MeOH 95:5 plus 0.3% NH4OH) to afford N-(1-chloronaphthalen-2-yl)-N′-(furan-2-ylmethyl)ethane-1,2-diamine as a yellow oil (63% yield).

1. stirringto stir for further 15 h at rt
2. customtransferred to a separatory funnel
3. washThe organic layer was washed with water
4. dry with materialdried over anhydrous sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. customThe crude product was purified by flash chromatography on silica gel (CH2Cl2/MeOH 95:5 plus 0.3% NH4OH)