Hydrochloric Acid → Allyl 4-mesyloxymethyl-1-methyl-1-cyclohexanecarboxylate

Beteiligte Stoffe

Reaktionsschritte

4.5 ml of mesyl chloride was added to a solution of 2.1 g of allyl 4-hydroxymethyl-1-methyl-1-cyclohexanecarboxylate (Example 44) in 50 ml of pyridine. The solution was reacted for 3 hours at room temperature. After reaction, 100 ml of 2N hydrochloric acid was added to the reaction solution. The solution was extracted three times with 30 ml of ethyl acetate. The organic layer obtained was washed once with an aqueous sodium hydrogencarbonate solution and twice 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 20 g of silica gel. From the fraction eluted with hexane and ethyl acetate=2:1, the solvent was removed in vacuo, yielding 2 g of allyl 4-mesyloxymethyl-1-methyl-1-cyclohexanecarboxylate as a pale yellow oil, which had the following physiochemical properties:

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