反应详情

A mixture of [1-(hydroxyimino-methyl)-3-methyl-butyl]-carbamic acid benzyl ester (1.2 g, 4.5 mmol), 3,3-diethoxy-propyne (1.5 g, 11.4 mmol), CH2Cl2 (40 ml) and TEA (6 drops) was stirred until homogeneous, then Clorox bleach (20 ml) was added. After stirring vigorously for 12 h the layers were separated and the aqueous layer was extracted with CH2Cl2 (3×). The combined organics were dried over Na2SO4; filtered; and concentrated under reduced pressure to give a yellow oil. Purification by Flash 40(small) chromatography eluting with 10% EtOAc in hexanes gave 920 mg of the title compound as a colorless oil. MS [M+1]+ 391.

1. additionwas added
2. stirringAfter stirring vigorously for 12 h the layers
3. customwere separated
4. extractionthe aqueous layer was extracted with CH2Cl2 (3×)
5. dry with materialThe combined organics were dried over Na2SO4
6. filtrationfiltered
7. concentrationand concentrated under reduced pressure
8. customto give a yellow oil
9. customPurification by Flash 40(small) chromatography
10. washeluting with 10% EtOAc in hexanes