反応 #56060

反応方程式

5-(1-hydroxy-2-isopropylaminobutyl)-8-hydroxy-3,4-dihydrocarbostyril hydrochloride

sodium methylate

carbostyril

→

5-(1-hydroxy-2-isopropylaminobutyl)-8-p-methylbenzoyloxy-3,4-dihydrocarbostyril

溶媒

methanol

反応条件

後処理

1. 1
   濃縮The mixture was then concentrated to dryness
2. 2
   workup.DISSOLUTIONthe residue was dissolved in dimethylformamide
3. 3
   workup.ADDITION1.7 g of p-toluylic acid chloride was added to the solution
4. 4
   温度while cooling with ice-water
5. 5
   workup.ADDITIONThe reaction mixture was poured into ice-water
6. 6
   抽出extracted with chloroform
7. 7
   workup.ADDITIONA mixture of diethyl ether and petroleum benzene
8. 8
   workup.ADDITIONwas added to the chloroform
9. 9
   抽出extract

実験手順

3.28 g of 5-(1-hydroxy-2-isopropylaminobutyl)-8-hydroxy-3,4-dihydrocarbostyril hydrochloride was dissolved in 50 ml of methanol, and a 20% methanolic solution of sodium methylate was added to the solution in an amount of 2 moles per mole of the starting carbostyril compound. The mixture was then concentrated to dryness, and the residue was dissolved in dimethylformamide. 1.7 g of p-toluylic acid chloride was added to the solution while cooling with ice-water and the mixture was stirred for 4 hours at room temperature. The reaction mixture was poured into ice-water and extracted with chloroform. A mixture of diethyl ether and petroleum benzene was added to the chloroform extract to obtain 1.94 g of crystalline 5-(1-hydroxy-2-isopropylaminobutyl)-8-p-methylbenzoyloxy-3,4-dihydrocarbostyril having a melting point of 151.5°-152.5° C. (after recrystallization from chloroform-n-hexane).

出典