Pyridine → N-(2'-Diethylaminoethyl)phenoxyacetamide

Reaction equation

[CH2:1]([N:3]([CH2:7][CH3:8])[CH2:4][CH2:5][NH2:6])[CH3:2].N1C=CC=CC=1.[O:15]([CH2:22][C:23](Cl)=[O:24])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(Cl)Cl>[CH2:1]([N:3]([CH2:7][CH3:8])[CH2:4][CH2:5][NH:6][C:23](=[O:24])[CH2:22][O:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH3:2]

Participants

Procedure

First, 20 milliliters (0.05 mole) N,N-diethylethylene diamine, 50 milliliters methylene chloride, and 5.2 milliliters (0.065 mole) pyridine were combined in a flask. Next, 10.24 grams (0.06 mole) phenoxy acetyl chloride was added at -60° C. with stirring. The temperature was allowed to rise to 0° C. The reaction mixture was then washed with a 200 milliliter portion of water and a 100 milliliter portion of saturated sodium carbonate solution. The organic solution was stripped in vacuum to yield 8.3 grams of the desired product. nD30 1.5118.