N,N-Dimethylaniline → HCID 86708421, compound

Participants

Reaction Steps

To a 1-L three-neck flask provided with a stirrer, thermometer, condenser and dropping funnel with a gas inlet tube, 260 g (0.91 mol) of 5-nonyloxy-2,4-diethyl-1-pentanol, 112 g (0.92 mol) of N,N-dimethylaniline and 150 mL of tetrahydrofuran were put, to which 197 g (0.9 mol) of decanoyl chloride was dropped and stirred at the room temperature under nitrogen stream. After the dropping, the mixture was heated to 45 degrees C. and stirred for four hours. After the reaction, a small amount of distilled water was added to the reactant to dissolve the generated white solid. The reactant was transferred to a separating funnel. After an aqueous layer was separated while an organic layer was added with 150 mL of tetrahydrofuran, washed with 300 mL of saturated saline and with 20 mL of dilute sulfuric acid and then washed with distilled water until the organic layer became neutral. The obtained organic layer was dried with magnesium sulfate. After the solvent was removed by an evaporator, the organic layer was subjected to vacuum distillation to be fractioned. The obtained fraction was subjected to mass analysis, NMR analysis and IR analysis, whereby the fraction was confirmed to be a monoester compound (target compound) (mass analysis result: m/z=468). The obtained amount was 185 g (a yield of 43%).

Provenance & Evidence