反应详情

To a well-stirred solution of 7 g. (0.03 m.) of 1-(2,3-epoxy-propoxy)-5,8-dihydro-naphthalene (prepared as described in application Ser. No. 768,176, filed Oct. 16, 1968, issued Oct. 13, 1970, as U.S. Pat. No. 3,534,085) in 60 ml. of CH2Cl2, 7.1 g. (0.03 m.) of 85% m-chloroperbenzoic acid in 100 ml. CH2Cl2 is added dropwise at such a rate that the temperature is maintained between 25° to 30° C. The mixture is stirred overnight at room temperature. The resulting precipitate (m-chlorobenzoic acid) is filtered off and the CH2Cl2 extract is washed successively with sat. NaHCO3 solution, and water. After drying (MgSO4), the solution is evaporated in vacuo to give 7.2 g. (95%) of oil which solidifies. A sample recrystallized from ether gives white needles, m.p. 85°-87°; λNujolmax 1330-1350 cm-1 (epoxy), ƱCDCl3 absence of vinyl protons 4.0-4.2 region.

1. temperatureis maintained between 25° to 30° C
2. filtrationThe resulting precipitate (m-chlorobenzoic acid) is filtered off
3. extractionthe CH2Cl2 extract
4. washis washed successively with sat. NaHCO3 solution, and water
5. dry with materialAfter drying (MgSO4)
6. customthe solution is evaporated in vacuo
7. customto give 7.2 g
8. customA sample recrystallized from ether
9. customgives white needles, m.p. 85°-87°