反应详情

A solution of 8.55 g (29.05 mMol) 6-(2-methyl-pyrimidin-4-yloxy)-naphthalene-1-carboxylic acid methyl ester, 13.5 g N-bromo-succinimide (95%; 72.6 mMol) and 3.31 g (20 mMol) α,α-azoisobytyronitrile in 1.85 l CCl4 is heated to 80° C. and irradiated (125 W lamp) for 2 days. Then 5.44 g N-bromo-succinimide and 1.66 g α,α-azoisobytyronitrile are added and irradiation at 80° C. is continued for another day. The reaction mixture is concentrated, the residue re-dissolved in EtOAc and water, the aq. layer separated off and extracted with EtOAc. The organic layers are washed with water and brine, dried (Na2SO4) and concentrated. Column chromatography (SiO2; hexane/EtOAc 1:1) gives the title compound: MS: [M+1]+=373/375; TLC(hexane/EtOAc 1:1): Rf=0.35.

1. customirradiated (125 W lamp) for 2 days
2. customirradiation at 80° C.
3. waitis continued for another day
4. concentrationThe reaction mixture is concentrated
5. dissolutionthe residue re-dissolved in EtOAc
6. customwater, the aq. layer separated off
7. extractionextracted with EtOAc
8. washThe organic layers are washed with water and brine
9. dry with materialdried (Na2SO4)
10. concentrationconcentrated