反应详情

温度

-78 °C

To a suspension of 3.66 g of methyltriphenylphosphonium bromide in 30 ml of dry tetrahydrofuran, cooled to -78° C., is added dropwise 5.9 ml of a 1.73M solution of n-butyllithium in hexanes. Following complete addition, the reaction mixture is allowed to warm to room temperature and stirred for 15 minutes, until all the phosphonium bromide is dissolved. The reaction mixture is then recooled to -78° C. and a suspension of 6-acetyl-2-butyl-4(1H)-quinazolinone in 15 ml of dry tetrahydrofuran is added. The reaction is allowed to warm to room temperature and stirred for 24 hours followed by quenching with saturated ammonium chloride solution. After diluting with 10 ml of water, the aqueous layer is extracted with chloroform and the combined organics dried over magnesium sulfate, filtered and concentrated in vacuo. The residue is purified by flash chromatography on silica gel, eluting with 1:2 ethyl acetate-hexanes to give 0.23 g of the desired product as a white solid. CI MASS SPEC 243(MH+ ).

1. additionaddition
2. temperatureto warm to room temperature
3. dissolutionis dissolved
4. customis then recooled to -78° C.
5. additionis added
6. temperatureto warm to room temperature
7. customby quenching with saturated ammonium chloride solution
8. additionAfter diluting with 10 ml of water
9. extractionthe aqueous layer is extracted with chloroform
10. dry with materialthe combined organics dried over magnesium sulfate
11. filtrationfiltered
12. concentrationconcentrated in vacuo
13. customThe residue is purified by flash chromatography on silica gel
14. washeluting with 1:2 ethyl acetate-hexanes