反应详情

2.5 g (0.027 mol) of glyoxylic acid hydrate 3.2 g (0.027 mol) of piperidine hydrochloride, and 30 mL of dioxane were mixed with stirring, whereupon water was added in dropwise fashion until a homogeneous solution resulted. 3-(3,4-Methylenedioxyphenyl)propionaldehyde 4.8 g, 0.027 mol) was then introduced and the solution allowed to stir at room temperature for 1 hour, then heated at reflux for 48 hours. At the end of this time the solution was concentrated, diluted with water, and extracted with EtOAc (2×100 mL). The organic layer was separated, dried (MgSO4) then concentrated to afford an oil. The crude oil was chromatographed over silica gel (150 g). Elution with 50% EtOAc-hexane afforded 1.8 g, 28% of the desired product as a light yellow oil.

1. additionwas added in dropwise fashion until a homogeneous solution
2. customresulted
3. temperatureheated
4. temperatureat reflux for 48 hours
5. concentrationAt the end of this time the solution was concentrated
6. additiondiluted with water
7. extractionextracted with EtOAc (2×100 mL)
8. customThe organic layer was separated
9. dry with materialdried (MgSO4)
10. concentrationthen concentrated
11. customto afford an oil
12. customThe crude oil was chromatographed over silica gel (150 g)
13. washElution with 50% EtOAc-hexane