反应详情

An 11 mg (0.016 mmole) quantity CC-1065 is dissolved in 150 μl pyridine. Add 4 μl hexanoyl chloride and follow the reaction by HPLC. Two more 4 μl portions of hexanoyl chloride are added after 35 and 70 minutes reaction time. (The reaction to the intermediate chlorophenol is fast but acylation to the desired hexanoate is not only slow but also not entirely selective since an even less polar product appears before all the chlorophenol has been converted to the desired hexanoate.) After a total of 3 hours reaction, the mixture is transferred to a conical test tube, and washed with 100 μl pyridine. Then 5 ml water is added and a solid precipitates. The solid is spun down in a centrifuge and the liquid phase removed. This procedure is repeated with 5 ml water and 1.5 ml methanol. The solid is then dried under vacuum. HPLC of the 3 washes shows only small amounts of material present as a mixture of product and less polar side product.

1. customthe reaction by HPLC
2. customafter 35 and 70 minutes reaction time
3. custom) After a total of 3 hours reaction
4. customthe mixture is transferred to a conical test tube
5. washwashed with 100 μl pyridine
6. additionThen 5 ml water is added
7. customa solid precipitates
8. customthe liquid phase removed
9. customThe solid is then dried under vacuum
10. additionpresent as a mixture of product and less polar side product