反应详情

To a well stirred mixture of 405 g. (4.05 moles) of calcium carbonate, 3 l. of water, and 2.5 l. of chloroform cooled to 5° C. is added simultaneously 1016 g. (4.0 moles) of 1-acetoxy-2-(5-acetoxy-pentyl)-1-cyclopentene (Example 56) and a solution of 648 g. (4.05 moles) of bromine in 500 ml. of carbon tetrachloride at a rate to maintain a temperature below 10° C. The mixture is stirred for half an hour after addition of the reagents and the phases are then separated. The organic phase is washed with 2% sodium thiosulfate solution, water, and saturated brine, dried (MgSO4), and evaporated in vacuo to an oil. The oil is immediately added to a refluxing slurry of 500 g. (5.0 moles) of calcium carbonate in 2.5 l of N,N-dimethylacetamide under nitrogen and the mixture is then refluxed for thirty minutes. The mixture is cooled, filtered, and partitioned between water and diethyl ether. The organic phase is washed with water and saturated brine, dried (MgSO4), and evaporated to yield 757 g. of an oil, b.p. 116°-118° C. (0.25 mm.).

1. additionmixture of 405 g
2. additionis added simultaneously 1016 g
3. stirringThe mixture is stirred for half an hour
4. additionafter addition of the reagents
5. customthe phases are then separated
6. washThe organic phase is washed with 2% sodium thiosulfate solution, water, and saturated brine
7. dry with materialdried (MgSO4)
8. customevaporated in vacuo to an oil
9. additionThe oil is immediately added to a refluxing slurry of 500 g
10. temperatureThe mixture is cooled
11. filtrationfiltered
12. custompartitioned between water and diethyl ether
13. washThe organic phase is washed with water and saturated brine
14. dry with materialdried (MgSO4)
15. customevaporated
16. customto yield 757 g