反应详情

温度

-50 °C

To a solution of 3-cyano-4-methyl-2-amino-5-phenylpyrrole (4.9 g) in THF (80 ml) was added triethylamine (2.5 g) and while the mixture was stirred at -50° C., 4-chlorobutyryl chloride (3.5 g) was added. This reaction mixture was then stirred at room temperature for 1.5 hours, after which the insoluble matter was filtered off. The filtrate was diluted with ethyl acetate and the organic layer was washed with water and saturated aqueous solution of sodium hydrogen carbonate, dried over MgSO4, and concentrated under reduced pressure. The residue was recrystallized from benzene/n-hexane. The crystals were suspended in ethanol (40 ml), and potassium tert-butoxide (1.32 g) was added thereto. The mixture was stirred at room temperature overnight and the resulting crystals were collected by filtration, washed with water, and air-dried. The crude crystals thus obtained were recrystallized from ethanol to provide the title compound as light-yellow needles (1.5 g). m.p. 140-141° C.

1. stirringThis reaction mixture was then stirred at room temperature for 1.5 hours
2. filtrationafter which the insoluble matter was filtered off
3. additionThe filtrate was diluted with ethyl acetate
4. washthe organic layer was washed with water and saturated aqueous solution of sodium hydrogen carbonate
5. dry with materialdried over MgSO4
6. concentrationconcentrated under reduced pressure
7. customThe residue was recrystallized from benzene/n-hexane
8. additionpotassium tert-butoxide (1.32 g) was added
9. stirringThe mixture was stirred at room temperature overnight
10. filtrationthe resulting crystals were collected by filtration
11. washwashed with water
12. customair-dried
13. customThe crude crystals thus obtained
14. customwere recrystallized from ethanol