反应详情

0.800 g of the above prepared 2-(2-tert-butyl-5-methyl-oxazol-4-yl)-ethanol (4.37 mmol) was dissolved in 25 ml of toluene and treated successively at 0° C. with 0.752 g of 4-hydroxy-naphthalene-1-carbaldehyde (4.37 mmol), 1.145 g of triphenylphosphine (4.37 mmol), and 0.883 g (4.37 mmol) of DIAD. The cooling bath was then removed and stirring continued for 4 h. Pouring onto crashed ice, twofold extraction with EtOEt, washing with dil. NaOH and water, drying over sodium sulfate, and evaporation of the solvents, followed by flash chromatography (SiO2, hexane/AcOEt=6/4) and crystallization from EtOEt, delivered finally 0.791 g of the title compound as off-white crystals of mp. 155–57° (dec.).

1. customThe cooling bath was then removed
2. additionPouring
3. extractionice, twofold extraction with EtOEt
4. washwashing with dil. NaOH and water
5. dry with materialdrying over sodium sulfate, and evaporation of the solvents
6. customfollowed by flash chromatography (SiO2, hexane/AcOEt=6/4) and crystallization from EtOEt