HCID 86670058, compound → HCID 51347808, compound

Participants

Reaction Steps

A solution of N-ethyl-4-methoxy-N,N-dimethyl-4-oxo-1-butanaminium bromide (6a) (6.51 g, 0.025 mol) in ethanol (20 ml) was passed through Amberlite® IRA-410 (OH) ion exchange resin column (190 ml) slowly eluting with ethanol (100 ml). The eluate was evaporated to dryness and the residue was several times azeotropically dried with isopropanol, then dissolved in isopropanol (50 ml) and kept at 0° C. for 12 hours. The mixture was filtered and the filtrate was evaporated. The residue (7.35 g) was mixed with cold ethyl acetate and kept at 0° C. for 12 hours. The mixture was filtered and the precipitate was dried over P2O5 in vacuo to furnish 3.54 g (86%) of 4-[ethyl(dimethyl)ammonio]butanoate. The purity of the material was increased by passing a water solution of 4-[ethyl(dimethyl)ammonio] butanoate through DOWEX® 50WX8 ion exchange resin. The solution was evaporated to dryness; the residue was azeotropically dried with isopropanol followed by drying in vacuo over P2O5 to give 1.27 g (31%) of 4-[ethyl(dimethyl)ammonio]butanoate.

Provenance & Evidence