[CH3:1][C:2]1[O:3][C:4]([CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[CH:5][C:6]=1[C:7]([O:9]CC)=[O:8]>[OH-].[Na+].C(O)C>[CH3:1][C:2]1[O:3][C:4]([CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[CH:5][C:6]=1[C:7]([OH:9])=[O:8]Saponification of the ester was accomplished by refluxing 12 hours in 10 ml of 25% aqueous sodium hydroxide and 5 ml of ethanol. Acidification precipitated the crude acid, which was purified by sublimation to give 2-methyl-5-pentyl-3-furoic acid, mp 47°-48° C.
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