15 minutes while maintaining the temperature at 0 u00b0 c then for 18 24 hours at room temperature the reaction mixture is washed with water and then with aqueous saturated sodium bicarbonate the organic layer is dried over sodium sulfate evaporation of the solvent under reduced pressure yields a residue to which toluene is added and removed by evaporation under reduced pressure the semi solid obtained is recrystallized from chloroform hexane yielding 1 6 g of the pure product m p 145 u00b0 c anal calc for c 18 h 16 o 8 c 60 00 h 4 48 found c 59 86 h 4 61 the synthesis is conducted on a 0 0167 mole scale employing the same conditions as described in example i except that the liquid product is purified by preparative thin layer chromatography on silica gel using 10 ethyl acetate hexane as the eluent a 1 7 g yield of the pure product is obtained as a solid m p 39 u00b0 40 u00b0 c anal calc for c 18 h 28 o 8 c 58 05 h 7 58 found c 58 22 h 7 55 this example illustrates the pyrolysis of dicarbonate esters to yield alcohol flavorants 10 50 mg samples of each.