反应详情

温度

190 °C

A mixture of 4,6-bis(1,1-dimethylethyl)-5-[(2-methoxyethoxy)methoxy]-α-(3 -pyridinyl)-2-pyrimidineethanol (350 mg), sodium acetate (10 g) and acetic anhydride (7 mL) in toluene (100 mL) is heated at reflux for 8 hours. The reaction mixture is cooled and the solvent is evaporated. Dichlorobenzene (30 mL) is added and the reaction mixture is heated at 190° C. for 30 minutes. The reaction mixture is cooled and partitioned between ethyl acetate and water. The aqueous layer is adjusted to pH 4 with 1N HCl. The organic layer is collected and evaporated. Purification of the residue by flash chromatography (silica, 1:1 ethyl acetate/hexane) followed by recrystallization from hexane gives pure 4,6-bis(1,1-dimethylethyl)-2-[[2-(3-pyridinyl)]ethenyl]-5-pyrimidinol (130 mg, 40%); mp 150°-151° C.

1. temperatureis heated
2. temperatureat reflux for 8 hours
3. temperatureThe reaction mixture is cooled
4. customthe solvent is evaporated
5. additionDichlorobenzene (30 mL) is added
6. temperatureThe reaction mixture is cooled
7. custompartitioned between ethyl acetate and water
8. customThe organic layer is collected
9. customevaporated
10. customPurification of the residue by flash chromatography (silica, 1:1 ethyl acetate/hexane)
11. customfollowed by recrystallization from hexane