N-Methylethylamine → HCID 68645089, compound

Participants

Reaction Conditions

Reaction Steps

A 100 mL flask provided with a stirrer and a reflux condenser was charged in a nitrogen gas atmosphere with 14.6 g (0.05 mol) of the p-(6-chlorohexyloxy)bromobenzene, synthesized at the above-mentioned step 1), 4.0 g (0.10 mol) of sodium hydroxide (available from Wako Pure Chemical Industries Ltd.), 0.8 g (0.012 mol) of n-tetrabutylammonium bromide (available from Kanto Chemical Co., Inc.) and 5.0 g of water. The content was maintained at 40° C. while being stirred. Then 5.9 g (0.10 mol) of methylethylamine (available from Wako Pure Chemical Industries Ltd.) was dropwise added at the same temperature over a period of 2 hours. Thereafter the reaction liquid was maintained at that temperature for 20 hours while being stirred. After completion of the reaction, the phase separation was conducted and the organic phase was subjected to silica-gel column chromatography to give 13.4 g of the target p-(N-methyl-N-ethylaminohexyloxy)bromobenzene (yield: 80%, purity: 94%).

Provenance & Evidence