反応 #1339447

反応方程式

1,4-dihydro-5-[(isopropylsulfamoyl)acetyl]-2,6-dimethyl-4-(3-nitrophenyl)nicotinic acid 2-acetoxyethyl ester

sodium hydroxide

→

1,4-dihydro-5-[(isopropylsulfamoyl)acetyl]-2,6-dimethyl-4-(3-nitrophenyl)nicotinic acid 2-hydroxyethyl ester

収率 80.6%

溶媒

ethanol

ethanol

反応条件

後処理

1. 1
   その他The dark orange solution obtained
2. 2
   その他The ethanol was thereupon evaporated off at 25°-30° under reduced pressure
3. 3
   workup.DISSOLUTIONthe residue was dissolved in 20 ml of water
4. 4
   抽出extracted several times
5. 5
   workup.ADDITIONwith a mixture of methylene chloride/ethyl acetate (9:1)
6. 6
   乾燥the extract was dried over sodium sulfate
7. 7
   その他After evaporation of the solvent the solid residue
8. 8
   その他was recrystallized from ethanol

実験手順

A suspension of 2.09 g of 1,4-dihydro-5-[(isopropylsulfamoyl)acetyl]-2,6-dimethyl-4-(3-nitrophenyl)nicotinic acid 2-acetoxyethyl ester in 20 ml of ethanol was treated dropwise at room temperature with a solution of 0.36 g of sodium hydroxide in 24 ml of ethanol. The dark orange solution obtained was subsequently stirred at room temperature for 1 hour. The ethanol was thereupon evaporated off at 25°-30° under reduced pressure and the residue was dissolved in 20 ml of water. The mixture was acidified cautiously with 2N hydrochloric acid, extracted several times with a mixture of methylene chloride/ethyl acetate (9:1) and the extract was dried over sodium sulfate. After evaporation of the solvent the solid residue was recrystallized from ethanol. There were obtained 1.55 g of 1,4-dihydro-5-[(isopropylsulfamoyl)acetyl]-2,6-dimethyl-4-(3-nitrophenyl)nicotinic acid 2-hydroxyethyl ester in the form of pale yellow crystals, m.p. 185°-188°.

出典