HCID 86715990, compound → HCID 70673855, compound

Participants

Reaction Conditions

Reaction Steps

N-(2-Chloroethyl)-4-methoxy-N,N-dimethyl-4-oxobutan-1-aminium bromide (5) (7.477 g, 25.9 mmol) was dissolved in water (10 ml) and passed through Amberlite® IRA-410 (Cl) ion exchange resin column (100 ml) slowly (ca. 0.5 ml/min) eluting with water (control with 2% AgNO3 solution). The eluate was evaporated; the residue (˜6 g) was dissolved in 1N HCl (50 ml) and stirred for 15 h at 70° C. The reaction mixture was evaporated and dried to give 4.755 g (79%) of 3-carboxy-N-(2-chloroethyl)-N,N-dimethylpropan-1-aminium chloride as a yellowish solid. The purity of the obtained compound can be increased by crystallization from acetonitrile. Thus, 2 g of the obtained material was crystallized from acetonitrile (120 ml) to afford 1.32 g of white crystalline 6 with m.p. 130° C.

Provenance & Evidence