合成路线1

Compound can be prepared in several different ways: 1) The reduction of 2-bromomethyl-4'-chlorobenzophenone (I) with NaBH4 in methanol gives 2-bromomethyl-4'-chlorobenzhydrol (II), which is then treated with methylamine in methanol. 2) The reduction of 2-cyano-4'-chlorobenzophenone (III) with LiAlH4 in THF gives 2-aminomethyl-4'-chlorobenzhydrol (IV), which is acylated with p-toluenesulfonyl chloride in pyridine and methylated with methyl iodide and NaOH in ethanol to give 2-(N-methyl-N-tosylaminomethyl)-4'-chlorobenzhydrol (V). Finally, this compound is hydrolyzed with H2SO4 water at 180 C. 3) The reaction of 3-(4-chlorophenyl)phthalide (VI) with methylamine in benzene gives 2-methylaminocarbonyl-4'-chlorobenzhydrol (VII), which is then reduced with LiAlH4 in THF. 4) The Grignard reaction of N-methylphthalimide (VIII) with 4-chlorophenylmagnesium bromide (IX) gives 1-(4'-chlorophenyl)-1-hydroxy-2-methyl-3-oxoisoindoline (X), which is reduced with LiAlH4 affording 1-(4'-chlorophenyl)-2-methylisoindoline (XI). The treatment of (XI) with refluxing acetic anhydride yields 2-[(N-methyl-N-acetylamino)methyl]-4'-chloro-O-acetylbenzhydrol (XII), which is finally hydrolyzed with KOH in refluxing ethylene glycol.