2-(2-Chlorophenyl)ethanaMine hydrochloride synthesis

Yield:18970-81-5 100%

Reaction Conditions:

with sodium chloride in toluene;

Steps:

9.a Diethyl N-(o-chlorobenzylidene)-aminomethylphosphonate STR43

Stage a Diethyl N-(o-chlorobenzylidene)-aminomethylphosphonate STR43 14 g. (0.1 mol) 2-Chlorobenzaldehyde are added dropwise at ambient temperature to a solution of 16.7 g. (0.1 mol) diethyl aminomethylphosphonate in 200 ml. toluene. When the addition has ended, stirring is continued for 30 minutes. The water formed during the reaction is removed by decantation. The toluene phase is washed with 50 ml. of a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulphate and then evaporated to give 29 g. (yield: 100%) diethyl N-(o-chlorobenzylidene)-aminomethylphosphonate in the form of a yellow oil giving a single spot in TLC (silica plate, eluant: AcOEt, rf=0.45). IR (film) C=N 1635 cm^-1, P=O 1250 cm^-1, P--O--C 1060 cm^-1 -1030 cm^-1,

References:

US4493931,1985,A