A one-pot procedure for the regioselective synthesis of aliphatic esters is described. This was a result of a study on mixed aliphatic−aromatic anhydrides. The data suggest that during the Yamaguchi esterification reaction, a symmetric aliphatic anhydride is produced in situ, which upon reaction with an alcohol yields the ester. We confirmed that benzoyl chloride could be used instead of the sterically hindered Yamaguchi acid chloride. This method was successfully applied in the synthesis of Lux-S aspartic acid inhibitor.
In the present study biodiesel was synthesized from Waste Cook Oil (WCO) by three-step method and regressive analyzes of the process was done. The raw oil, containing 1.9wt% Free Fatty Acid (FFA) and viscosity was 47.6mm2/s. WCO was collected from local restaurant of Sylhet city in Bangladesh. Transesterification method gives lower yield than three-step method. In the three-step method, the first step is saponification of the oil followed by acidification to produce FFA and finally esterification of FFA to produce biodiesel. In the saponification reaction, various reaction parameters such as oil to sodium hydroxide molar ratio and reaction time were optimized and the oil to NaOH molar ratio was 1:2, In the esterification reaction, the reaction parameters such as methanol to FFA molar ratio, catalyst concentration and reaction temperature were optimized. Silica gel was used during esterification reaction to adsorb water produced in the reaction. Hence the reaction rate was increased and finally the FFA was reduced to 0.52wt%. A factorial design was studied for esterification reaction based on yield of biodiesel. Finally various properties of biodiesel such as FFA, viscosity, specific gravity, cetane index, pour point, flash point etc. were measured and compared with biodiesel and petro-diesel standard. The reaction yield was 79%.
Ester synthesis by esterification - Organic Chemistry Portal