1-Propanol → Mono-2-[2-(4-dibenzo[b,f][1,4]thiazepin-11-yl)piperazinium-1-yl]ethoxy)ethanol trans-butenedioate

Participants

Reaction Steps

11-piperazinyl-dibenzo[b,f][1,4]thiazepine hydrochloride (40 g) obtained in step c), sodium carbonate (69.3 g), sodium iodide (0.65 g), and 2-chloroethoxyethanol (14.7 g) were added to a solution of n-propyl alcohol (260 ml) and N-methylpyrrolidone (65 ml), and reflux was conducted for 24 hours. Ethyl acetate (327 ml) was added thereto, washing was conducted using water (2×1000 ml), an organic layer was separated to be dried with magnesium sulfate, and a solvent was removed at reduced pressure, thereby oil was created. The resulting oil was completely dissolved in ethanol, and fumaric acid (7.1 g) was added thereto, to produce 11-[4-[2-(hydroxyethoxy)ethyl]-1-piperazinyl]-dibenzo[b,f][1,4]thiazepine fumarate (34 g).

Provenance & Evidence