反应详情

温度

0 °C

4-Hydroxy-3-methylbenzaldehyde (9 g, 66.10 mmol), methanesulfonic acid 2-(5-methyl-2-phenyl-oxazol-4-yl)-ethyl ester [PCT Int. Appl. (2000) WO0008002] (22.5 g, 80 mmol), KOH (80 mmol, 4.48 g) and tetrabutylammonium-hydrogensulfate (2 g) in 400 ml toluene/100 ml water were heated at 80° C. during 17 hours. The reaction mixture was then cooled to 0° C., washed with water/ice and brine, the aqueous layer extracted with tBuOMe, the combined organic layers dried over Na2SO4 and evaporated. The crude product was purified by chromatography (SiO2; AcOEt/heptane) and the product was crystallized from CH2Cl2/heptane to yield 15 g (72%) of the title compound as a white solid.

1. washwashed with water/ice and brine
2. extractionthe aqueous layer extracted with tBuOMe
3. dry with materialthe combined organic layers dried over Na2SO4
4. customevaporated
5. customThe crude product was purified by chromatography (SiO2; AcOEt/heptane)
6. customthe product was crystallized from CH2Cl2/heptane