反应详情

To a mixture of 4.17 g of 3-methyl-2-(3-pyridyl)indole, 0.64 g of tetra-n-butyl ammonium bromide and 1.2 g of powdered KOH in 500 ml of acetonitrile, while stirring at room temperature under nitrogen, is added 5.06 g of ethyl p-(2-bromoethoxy)benzoate [for preparation see U.S. Pat. No. 2,790,825 (1957)]. The suspension is stirred for five days. After filtration to remove KBr, the filtrate is concentrated to an oil which is dissolved in ethyl acetate and extracted with 3 N HCl. The acid layer is separated and treated with 3 N NaOH. This suspension is extracted with ethyl acetate (3×100 ml) and the organic extract is separated, dried over MgSO4, and concentrated to give as an oil 1-[2-(4-ethoxycarbonylphenoxy)ethyl]-2-(3-pyridyl)-3-methylindole.

1. customfor preparation
2. stirringThe suspension is stirred for five days
3. filtrationAfter filtration
4. customto remove KBr
5. concentrationthe filtrate is concentrated to an oil which
6. dissolutionis dissolved in ethyl acetate
7. extractionextracted with 3 N HCl
8. customThe acid layer is separated
9. additiontreated with 3 N NaOH
10. extractionThis suspension is extracted with ethyl acetate (3×100 ml)
11. extractionthe organic extract
12. customis separated
13. dry with materialdried over MgSO4
14. concentrationconcentrated