反应详情

5 g of potassium carbonate and 1.1 g of allyl 4-iodomethyl-methyl-1-cyclohexanecarboxylate (Example 46) were added to a solution of 0.8 g of allyl 3-hydroxy-4-methoxycinnamate, derived from 3-hydroxy-4-methoxycinnamic acid by the allyl-esterification thereof, in 50 ml of DMF. The solution was reacted for 18 hours at 100° C. After reaction, 100 ml of an aqueous sodium chloride solution was added to the reaction solution. The solution was extracted three times with 50 ml of ethyl acetate. The organic layer obtained was washed three times with an aqueous sodium chloride solution and was dried over magnesium sulfate. Thereafter, the solvent was removed in vacuo. The oily substance obtained was subjected to column chromatography using 5 g of silica gel. From the fraction eluted with hexane and ethyl acetate=2:1, the solvent was removed in vacuo, yielding 0.7 g of allyl 3-[1-(4-allyloxycarbonyl-4-methylcyclohexyl)methoxy]-4-methoxycinnamate (a compound of the present invention) as a pale yellow oil, which had the following physiochemical properties:

1. customThe solution was reacted for 18 hours at 100° C
2. additionwas added to the reaction solution
3. extractionThe solution was extracted three times with 50 ml of ethyl acetate
4. customThe organic layer obtained
5. washwas washed three times with an aqueous sodium chloride solution
6. dry with materialwas dried over magnesium sulfate
7. customThereafter, the solvent was removed in vacuo
8. customThe oily substance obtained
9. washFrom the fraction eluted with hexane and ethyl acetate=2:1
10. customthe solvent was removed in vacuo