Dimethylamine → HCID 54184450, compound

Participants

Reaction Steps

42.6 ml (0.49 mol) of oxalyl chloride are metered into a solution of 58.1 g (0.244 mol) of 6-cyclohexyl-2(S)-isopropyl-4-hexenoic acid in 270 ml of abs. toluene and 0.5 ml of DMF. When the addition is complete, the reaction mixture is boiled under reflux for 90 minutes, then concentrated in a rotary evaporator. The residue is dissolved in 270 ml of dry CH2Cl2 and added dropwise, at 0° , to a solution of 17.2 g (0.38 mol) of dimethylamine and 61.4 ml (0.76 mol) of pyridine in 270 ml of CH2Cl2. After stirring for 30 minutes at 0°, the mixture is diluted with ether and washed twice with 2N HCl, twice with saturated NaHCO3 solution and twice with brine. The combined organic phases are dried with MgSO4 and concentrated by evaporation. The residue is distilled at 124°-128°/0.04 mbar.

Provenance & Evidence