p-Toluenesulfonic acid → HCID 20206179, compound
Reaction equation
[CH3:1][O:2][C:3](=[O:18])[CH2:4][CH2:5][CH2:6][C:7]([C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][C:11]=1[OH:17])([CH3:9])[CH3:8].[CH2:19](O)[CH2:20][CH2:21][CH2:22][CH2:23]C.C1(C)C=CC(S(O)(=O)=O)=CC=1>>[CH2:1]([O:2][C:3](=[O:18])[CH2:4][CH2:5][CH2:6][C:7]([C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][C:11]=1[OH:17])([CH3:9])[CH3:8])[CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]Participants
4
Procedure
5.5 parts of methyl-5-(2,4-dihydroxyphenyl)-5-methylhexanoate, 50 parts of n-hexanol, and 0.5 parts of p-toluene sulphonic acid are heated on a steam-bath for 6 hours. The excess hexanol is then removed under reduced pressure and then residual oil taken up in ether, washed with sodium bicarbonate solution, water, and evaporated. Short path distillation of the residual oil at a pressure of 0.5 mm of mercury yields 5.8 parts of n-hexyl-5-(2,4-dihydroxyphenyl)-5-methylhexanoate of the formula ##STR19## with the following percentage composition by weight: