反应详情

Crude 3-[3,3-bis(ethyloxy)propyl]-5-(phenylmethyl)-1,2,4-oxadiazole (5.63 g, 19.4 mmol) in EtOH (75 ml) was stirred with p-toluenesulphonic acid (0.738 g, 3.9 mmol) for 21 h and the mixture partitioned between EtOAc and water. The organics were isolated washed with water and brine, dried and concentrated to a red oil. This material contained significant amounts of acetal, therefore the oil was dissolved in THF (15 ml) and treated with 2M HCl solution for 2 h then partitioned between EtOAc and water. The organics were isolated washed with brine, dried and concentrated to yield 3-[5-(phenylmethyl)-1,2,4-oxadiazol-3-yl]propanal as a red/brown oil (3.77 g) which was used crude in the next stage.

1. customthe mixture partitioned between EtOAc and water
2. customThe organics were isolated
3. washwashed with water and brine
4. customdried
5. concentrationconcentrated to a red oil
6. dissolutionthe oil was dissolved in THF (15 ml)
7. additiontreated with 2M HCl solution for 2 h
8. customthen partitioned between EtOAc and water
9. customThe organics were isolated
10. washwashed with brine
11. customdried
12. concentrationconcentrated