Water → 1-ethyl-N-[2-[bis(4-fluorophenyl)methoxy]ethyl]-3,4-dihydro-6,7-dimethoxyN-methyl-1H-2-benzopyran-1-ethanamine (+/-)-2,3-dihydroxybutanedioate

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A mixture of 45 g of 1-ethyl-3,4-dihydro-6,7-dimethoxy-N-methyl-1H-2-benzopyran-1-ethanamine, 50 g of [1-(2-chloroethyl)]-bis-(4-fluorophenyl)methane, and 24.5 g of potassium carbonate in 500 ml of dimethylformamide was heated at 120°-140° C. for 2 h. The mixture was hydrolyzed with 1 l of water, extracted twice with 300 ml of diethylether and the organic phase was washed with water, dried and evaporated. The crude base was converted into the (±)-tartrate with (±)-tartaric acid in ethylacetate to give 60 g (55%) of 1-ethyl-N-[2-[bis(4-fluorophenyl)methoxy]ethyl]-3,4-dihydro-6,7-dimethoxyN-methyl-1H-2-benzopyran-1-ethanamine (±)-2,3-dihydroxybutanedioate (1:1) salt. m.p. 118.5° C.

Provenance & Evidence