反应详情

A stirred suspension of 4-formyl-2-methoxyphenyl β-D-galactopyranoside (1c)(0.12 g, 0.37 mmol), 1,2-dimethylquinolinium iodide (0.10 g, 0.37 mmol) and ammonium acetate (0.06 g, 0.8 mmol) in ethanol (10 ml) was heated under reflux to give a heterogeneous mixture which soon turned orange. After 1 h, t.l.c. (chloroform-methanol 5:4) indicated that the aldehyde had been fully converted into an almost non-mobile orange product. The solution was cooled, filtered and the collected material was washed thoroughly with ethanol to give (21c)(0.16 g, 72%) as an orange crystalline solid, m.p. 225° C., [α]D -18° (c1, DMSO).

1. temperaturewas heated
2. temperatureunder reflux
3. customto give a heterogeneous mixture which soon turned orange
4. temperatureThe solution was cooled
5. filtrationfiltered
6. washthe collected material was washed thoroughly with ethanol