反应详情

温度

0 °C

To a mixture of 1.25 g of 2-o-tolyl-4,4-dimethyl-oxazoline in 20 ml of ether under N2 atmosphere at -30° C. is added by syringe 4.2 ml of 1.6M n-butyllithium in hexane with stirring which is continued for 1 hr at -10° C. 0.98 g of 4,6-dichloropyrimidine in 20 ml of ether are added slowly to the reaction mixture which is then stirred at -45° to -30° C. for 30 min and at 0° C. for a further 30 min. The reaction mixture is quenched with acetic acid (0.4 ml) and water (0.1 ml) in THF (1.3 ml) and then treated with 1.5 g of 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) in 6 ml of THF. The temperature is brought to RT and the mixture stirred for 5 min after cooling to 0° C. 7.6 ml of 1N NaOH (cooled) are added and the mixture stirred for 5 min. The organic phase is separated and dried over Na2SO4 filtered and the solvent removed. Following chromatography (10/90 ether/hexane) the title product is obtained.

1. stirringis then stirred at -45° to -30° C. for 30 min and at 0° C. for a further 30 min
2. customThe reaction mixture is quenched with acetic acid (0.4 ml) and water (0.1 ml) in THF (1.3 ml)
3. additiontreated with 1.5 g of 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) in 6 ml of THF
4. customis brought to RT
5. stirringthe mixture stirred for 5 min
6. addition7.6 ml of 1N NaOH (cooled) are added
7. stirringthe mixture stirred for 5 min
8. customThe organic phase is separated
9. dry with materialdried over Na2SO4
10. filtrationfiltered
11. customthe solvent removed
12. customis obtained