The Synthesis and Characterization of Acetamide Compounds from α-pinene and Acetonitrile through Ritter Reaction
The ultimate objectives of this research were to synthesize and characterize acetamides as α-pinene derivative compounds produced through Ritter reaction between α-pinene and acetonitrile. Turpentine oil was isolated through fractional distillation under diminished pressure of 50-100mmHg and temperature of 70-90°C, which produced 91.33% of α-pinene as the distillate. Meanwhile, the procedure of the synthesis involved dissolving acetonitrile in α-pinene, adding sulfuric acid dropwise at 6 drops per minute and stirring at room temperature, followed by extraction with diethyl ether and concentrated with N2 gas. The compounds produced from turpentine oil isolation and synthesis through Ritter reaction is characterized by Infra-Red Spectrophotometer and Gas Chromatography-Mass Spectrometry (GC-MS). The distillate α-pinene was found to readily react with acetonitrile under the catalysis of concentrated sulfuric acid to give varieties of acetamide compounds as the products. The corresponding acetamide compounds resulted in good yields were based on its carbocation stability and rearrangement, which were N-[1-Methyl-1-(4-methyl-cyclohex-3-enyl)-ethyl]-acetamide (51.3%) as the main product and N-(2,6,6-trimethylbicyclo(3.1.1) hept-2-yl)-acetamide (4.86%) and N-(1,5-Dimethyl-1-vinyl-hex-4-enyl)-acetamide (20.29%) as the byproducts.
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