[CH3:1][C:2]1[C:7]([O:8][Si](C)(C)C)=[CH:6][CH2:5][C:4]([CH3:14])([CH3:13])[C:3]=1[CH:15]=[CH:16][C:17]([O:21][CH3:22])([CH3:20])[CH:18]=[CH2:19].C(=O)([O-])[OH:24].[Na+].O.O.O.S([O-])([O-])(=O)=O.[Mg+2].C(OO)(=O)C.Cl>CO.C(OCC)C>[OH:24][CH:6]1[CH2:5][C:4]([CH3:14])([CH3:13])[C:3]([CH:15]=[CH:16][C:17]([O:21][CH3:22])([CH3:20])[CH:18]=[CH2:19])=[C:2]([CH3:1])[C:7]1=[O:8]
A mixture of 32.0 g of 1-[2,6,6-trimethyl-3-(trimethylsiloxy)-1,3-cyclohexadien-1-yl]-3-methoxy-3-methyl-1,4-pentadiene, 10.0 g of sodium hydrogen carbonate, 10.0 g of magnesium sulphate trihydrate and 500 ml of diethyl ether was stirred well at 2°-5° C., then treated dropwise with 26.45 g of 40% peracetic acid and left to warm to room temperature. The mixture was subsequently cooled to 0° C., treated dropwise with 90 ml of a mixture of methanol and 1N hydrochloric acid (vol. 1:1) and extracted with diethyl ether. The organic phase was washed twice with cold semi-concentrated sodium pyrosulphite solution, once with ice-water, twice with ice-water to which had been added a small amount of saturated sodium hydrogen carbonate solution and a further twice with ice-water. After drying over sodium sulphate and concentration under a water-jet vacuum at 35° C., there were obtained 26.4 g of crude 1-(4-hydroxy-3-oxo-2,6,6-trimethyl-1-cyclohexen-1-yl)- 3-methoxy-3-methyl-1,4-pentadiene (purity 91.5%) which still contained 7.07% of 1-(3-oxo-2,6,6-trimethyl-1-cyclohexen-1-yl)-3-methoxy-3-methyl-1,4-pentadiene.
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