反应详情

To a mixture of 5'-(chloromethyl)-2'-hydroxyacetophenone (1.85 g, 10.0 mmol), sodium dimethylformamide was added imidazole (0.75 g, 11.0 mmol). The mixture was stirred four hours and concentrated in vacuo. The residue was stirred under 50 mL ethanol, filtered, and the filtrate concentrated in vacuo to give a residue. The residue was stirred under 30 mL chloroform, filtered, and the filtrate concentrated in vacuo to give crude product. The crude product was purified by flash chromatography eluting with 5:95 methanol:chloroform to give a solid. The solid was recrystallized from n-butlychloride to give 0.71 g (33%) product as a yellow crystalline solid, mp 106°-107° C.

1. concentrationconcentrated in vacuo
2. stirringThe residue was stirred under 50 mL ethanol
3. filtrationfiltered
4. concentrationthe filtrate concentrated in vacuo
5. customto give a residue
6. stirringThe residue was stirred under 30 mL chloroform
7. filtrationfiltered
8. concentrationthe filtrate concentrated in vacuo
9. customto give crude product
10. customThe crude product was purified by flash chromatography
11. washeluting with 5:95 methanol
12. customchloroform to give a solid
13. customThe solid was recrystallized from n-butlychloride