反应详情

温度

0 °C

Crude (2,2-dimethyloxy-ethyl)-(5-methyl-thiophen-2-ylmethyl)-amine (1) (43.41 g ˜75% pure, 0.15 mol) was dissolved in EtOAc (150 mL) resulting in a yellow solution. Triethylamine (22 mL, 0.16 mol) was added. The mixture was cooled to 0° C. in ice bath. p-Toluenesulfonyl chloride (29.68 g, 0.16 mol) was added in small portions keeping the temperature below 15° C. After addition was complete the mixture was left in ice bath and allowed to slowly warm to room temperature and stirred for 20 hrs. The milky-yellow mixture was diluted with EtOAc (300 mL) and washed with water (2×400 mL), 1 M HCl (2×400 mL), water (1×400 mL), sat NaHCO3 (1×400 mL), and brine (1×400 mL), dried (MgSO4) and condensed to provide the title compound as a reddish-yellow liquid, 50.56 g. Product was not purified.

1. customresulting in a yellow solution
2. customthe temperature below 15° C
3. additionAfter addition
4. waitwas left in ice bath
5. temperatureto slowly warm to room temperature
6. washwashed with water (2×400 mL), 1 M HCl (2×400 mL), water (1×400 mL)
7. customdried
8. custom(MgSO4) and condensed