反应详情

Cool lithium aluminum hydride (21 mL, 1.0 M solution in ether) to 0° C. and add 2-(2-nitrovinyl)-5-phenylfuran (760 mg, 3.53 mmol in 5 mL of ether). Stir reaction to room temperature for 15 hours. Re-cool reaction to 0° C. and quench with 0.80 mL of water, followed by 0.80 mL 1M sodium hydroxide and 0.80 mL of water (×3). Dilute reaction with additional tetrahydrofuran and stir at room temperature for 2 hours. Filter and dry over sodium sulfate and filter again. Concentrate and perform flash column chromatography (methylene chloride, MeOH, NH4OH) to give 134 mg (20% yield) of the title compound as a brown oil. MH+ 188.0.

1. customreaction to room temperature for 15 hours
2. customRe-cool reaction to 0° C.
3. customquench with 0.80 mL of water
4. additionDilute
5. customreaction with additional tetrahydrofuran
6. stirringstir at room temperature for 2 hours
7. filtrationFilter
8. dry with materialdry over sodium sulfate
9. filtrationfilter again
10. concentrationConcentrate