2-Chlormethylthiophene (6.6 g) was added to a solution of 1-dimethylamino-
2-phenoxyethane (8.2 g) in acetone (45 ml). On standing for 30 min an oil
separeted. The resulting suspension was heated to reflux for a further 30 min
and cooled. On standing, the separated oil partially crystallized. The
supernatant liquors were decanted and the residue was recrystallized by
dissolution in warm isopropanol and careful precipitation with ethyl acetate or
ether to give colourless needles N,N-dimethyl-N-2-phenoxyethyl-N-2'-
thenylammonium chloride monohydrate, M.P. 85-86°C.
A solution of free base of the last compound and p-chlorobenzenesulfonic acid
(molar ratio 1:1) were reacted together in boiling acetone. After 30 min the
solution was cooled and ethyl acetate added to precipitate a colourless solid of
N,N-dimethyl-N-(2-phenoxyethyl)-N-(2-thenyl)ammonium 4-
chlorbenzolsulfonate.
