合成路线1

The reaction of 7-amino-4,4-dimethyl-1,2,3,4-tetrahydronaphthalen-1-one (I) with NaNO2 and BF4H in water gives the corresponding diazo compound (II), which is treated with H2SO4 in refluxing water yielding 7-hydroxy-4,4-dimethyl-1,2,3,4-tetrahydronaphthalen-1-one (III). The reaction of (III) with trifluoromethanesulfonic anhydride in pyridine affords the expected sulfonate (IV), which is carboxylated with CO, PdAc2 and 1,3-bis(diphenylphosphino)propane in methanol/DMSO yielding 5,5-dimethyl-8-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid methyl ester (V). The Grignard condensation of (V) with phenylmagnesium bromide (VI) in THF affords the corresponding addition product (VII), which is dehydrated with p-toluenesulfonic acid in hot toluene affording the dihydronaphtoic ester (VIII). The hydrolysis of (VIII) with NaOH in ethanol gives the corresponding free acid (IX), which is treated with SOCl2 and DMF yielding the expected acyl chloride (X). The condensation of (X) with methyl 4-aminobenzoate (XI) in pyridine affords the expected amide (XII), which is finally hydrolyzed to the target compound with NaOH in ethanol/water.