反应详情

A stirred mixture of 5-chloro-2-hydroxybenzamide (20 g), 1-bromopropane (13.4 ml), potassium iodide (2.49 g) and anhydrous potassium carbonate (24.15 g) in acetone (250 ml) was heated under reflux for 20 hours. The cooled reaction mixture was filtered and the filter cake was washed with acetone. The filtrate and washings were combined and evaporated under reduced pressure to yield a residue which was washed with water, dilute aqueous sodium hydroxide, water and with diethyl ether to yield a crude product (19.85 g). This was recrystallised from acetonitrile, partitioned between chloroform and dilute aqueous sodium hydroxide, and was recrystallised from ethanol to yield 5-chloro-2-propoxybenzamide (16.78 g).

1. temperaturewas heated
2. temperatureunder reflux for 20 hours
3. customThe cooled reaction mixture
4. filtrationwas filtered
5. washthe filter cake was washed with acetone
6. customevaporated under reduced pressure
7. customto yield a residue which
8. washwas washed with water, dilute aqueous sodium hydroxide, water and with diethyl ether
9. customto yield a crude product (19.85 g)
10. customThis was recrystallised from acetonitrile
11. custompartitioned between chloroform and dilute aqueous sodium hydroxide
12. customwas recrystallised from ethanol