反应详情

Stir at room temperature a mixture of 4.27 gm. (22.54 mmole) of stannous chloride in 200 ml. of dry ether while passing dry hydrogen chloride through the mixture to saturation. Dissolve 3.42 gm. (11.27 mmole) of the 11-chloro ester of Example 6 in 35 ml. of methylene chloride and add this solution to the stannous chloride solution over a 10 minute period. Pass dry hydrogen chloride through the mixture for 30 minutes and decant the supernatant liquid. Wash the residue by decantation with dry ether. Filter and wash with dry ether. Shake the solids for 2 minutes in a mixture of 25 ml. of 5 N aqueous sodium hydroxide and 25 ml. of methylene chloride. Separate the organic layer and extract the aqueous layer with 25 ml. of methylene chloride. Wash the combined extracts with water, separate the organic layer and dry over magnesium sulfate. Evaporate to a residue. Recrystallize from acetonitrile to obtain the title product, (m.p. 103.5°-109.5° C.).

1. additiona mixture of 4.27 gm
2. dissolutionDissolve 3.42 gm
3. customdecant the supernatant liquid
4. washWash the residue by decantation with dry ether
5. filtrationFilter
6. washwash with dry ether
7. additionShake the solids for 2 minutes in a mixture of 25 ml
8. customSeparate the organic layer
9. extractionextract the aqueous layer with 25 ml
10. washWash the combined extracts with water
11. customseparate the organic layer
12. dry with materialdry over magnesium sulfate
13. customEvaporate to a residue
14. customRecrystallize from acetonitrile