100.8 g (1.2 mols) of diketene were added dropwise at -30°C to 0.5 1 of anhydrous hydrofluoric acid and a mixture of 0.6 mol of tetrahydronaphthalene and 0.6 mol of commercial grade dodecyl-benzene were dropped in. After stirring for 12 hours at room temperature, the reaction mixture was stirred into 3 1 of icewater. After extraction with methylene chloride, wahing with water to remove the acid from the organic phase and distillation of the methylene chloride, distillation of the reaction yielded 86 % of acetoacetyl-tetrahydronaphthalene boiling at 135°C under 0.5 torr and 77 g 40% of acetoacetyl-dodecyl-benzene boiling at 160°C under 0.5 torr as found by gas chromatographic determination of the fractions.
