反应详情

温度

60 °C

A stirred mixture of 4-hydroxy-alpha-oxobenzeneacetic acid methyl ester (1.086 g) in dimethylformamide (10 mL) under argon was treated with 55% sodium hydride (0.261 g), stirred for 15 minutes and treated with the mesylate prepared from 0.906 g of 4-pyridinebutanol. The mixture was heated under argon at 60° C. for 4 hours. The cooled mixture was treated with glacial acetic acid (2 drops) and the volatiles were removed under vacuum. The residue was mixed with dichloromethane and dilute cold sodium bicarbonate solution. The dichloromethane extracts were dried (Na2SO4), filtered, and evaporated to give crude product. The material was purified by HPLC (hexane-acetone; 2: 1) to provide 0.58 g of alpha-oxo-4-[4-(4-pyridinyl)butoxy]benzeneacetic acid methyl ester as a colorless oil whose NMR was compatible with the desired product.

1. customthe volatiles were removed under vacuum
2. additionThe residue was mixed with dichloromethane
3. additiondilute cold sodium bicarbonate solution
4. dry with materialThe dichloromethane extracts were dried (Na2SO4)
5. filtrationfiltered
6. customevaporated
7. customto give crude product
8. customThe material was purified by HPLC (hexane-acetone; 2: 1)