CHEMBRDG-BB 4004130

Synthesis

117693-20-6

30433-92-2

b) Step 2: Synthesis of 2-(5-methyl-2-thienyl)ethylamine A solution of 6.9 g (175 mmol) of 2-methyl-5-((E)-2-nitrovinyl)-thiophene dissolved in 150 mL of diethyl ether was slowly added dropwise to a suspension of 6.9 g (40.78 mmol) of LiAlH4 in 70 mL of ethyl ether under nitrogen protection, controlling the temperature to 20 to 25 °C. After dropwise addition, the reaction mixture was heated to reflux for 5 hours. After completion of the reaction, the mixture was cooled to 0 °C and the reaction was quenched by sequentially adding 28 mL of water and 7 mL of 5N NaOH solution. The white solid was removed by filtration and the filter cake was washed with ethyl acetate. The filtrates were combined and concentrated under reduced pressure to remove the solvent. The residue was purified by distillation under reduced pressure to give 4.98 g (86% yield) of the target compound 2-(5-methyl-2-thienyl)ethylamine as a colorless liquid.MS (m/e): 142.2 (MH+).

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