反応 #4899
ord-2aa2b529cc9e41ec87acb8746e1f89c9
反応方程式
反応物
試薬
反応条件
後処理
- 1温度the mixture was heated
- 2温度at reflux for 24 hr
- 3温度The reaction mixture was cooled
- 4濃縮The mixture was concentrated under reduced pressure
- 5ろ過The mixture was filtered
- 6濃縮the filtrate was concentrated
- 7workup.DISSOLUTIONThe residue was dissolved in 500 ml of chloroform and to this solution
- 8温度The mixture was heated
- 9温度at reflux for 48 hr
- 10温度cooled with an ice/acetone bath
- 11その他did not exceed 25° C
- 12乾燥finally dried over magnesium sulfate
- 13その他The solvent was evaporated under reduced pressure
- 14その他to give a black solid
- 15その他The solid was purified on a silica gel column
実験手順
To a solution of 19.2 g (0.48 mole) of sodium hydroxide in 500 ml of water was added 60 g (0.24 mole) of 5-methoxy-2-[(1-methyl-3-pyrrolidinyl)oxy]-benzamide and the mixture was heated at reflux for 24 hr. The reaction mixture was cooled and the pH adjusted to 6.8 with concentrated hydrochloric acid. The mixture was concentrated under reduced pressure and the residue was boiled in isopropyl alcohol for 1 hour. The mixture was filtered and the filtrate was concentrated. The residue was dissolved in 500 ml of chloroform and to this solution was added 114 g (0.96 mole) of thionyl chloride. The mixture was heated at reflux for 48 hr, then cooled with an ice/acetone bath. To the mixture was added dropwise 97 g (0.96 mole) of triethylamine at such a rate that the temperature did not exceed 25° C. The reaction solution was washeed in sequence with water, 3N hydrochloric acid solution, water, 15% aqueous sodium hydroxide and water and finally dried over magnesium sulfate. The solvent was evaporated under reduced pressure to give a black solid. The solid was purified on a silica gel column using ethyl acetate as the eluting solvent to give on isolation 15 g (23%) of beige colored product, m.p. 98°-100° C.