1963 年 83 巻 7 号 p. 689-695
By the reaction of N, N-dimethyl-2-chloropropylamine (or N, N-1-trimethyl-2-chloro-ethylamine), Y-C6H4NRH (Y=H, OC2H5; R=H, CH3, CH2C6H5) represented by the general formula produced a mixture of two kinds of Y-C6H4NRCH(CH3)CH2N(CH3)2 (III) and Y-C6H4NRCH2CH(CH3)N(CH3)2 (IV). A series of such compounds (III) and (IV) was synthesized aiming the analgesics shown in Table I and II. A mixture of two kinds was separated by recrystallization as maleates and picrates and the structure was determined by the method shown in Chart 2.
In order to obtain the III-type compound, N-(1-methyl-2-dimethylaminoethyl)-p-phenetidine was prepared by the reductive reaction of p-phenetidine and CH3COCH2-N(CH3)2 in the presence of PtO2 catalyst.