反応 #2275722

反応方程式

sodium hydroxide

ethyl 3-[5-(2-nitroiminoimidazolidin-1-ylmethyl)-2-pyridylthio]propionate

→

( 5 )

収率 50.0%

3-[5-(2-nitroiminoimidazolidin-1-ylmethyl)-2-pyridylthio]propionic acid

収率 50.0%

溶媒

water

ethanol

反応条件

後処理

1. 1
   workup.ADDITIONwas added to a suspension
2. 2
   workup.DISTILLATIONThe ethanol was distilled away under reduced pressure, and 20 ml of water and 30 ml of ether
3. 3
   workup.ADDITIONwere added to the residues which
4. 4
   その他were then partitioned
5. 5
   抽出extracted twice with 70 ml of ethyl acetate
6. 6
   洗浄The ethyl acetate layer was washed with water
7. 7
   乾燥dried over anhydrous magnesium sulfate
8. 8
   濃縮concentrated
9. 9
   その他The residues were purified by silica gel chromatography (ethyl acetate: methanol=1:1)

実験手順

0.44 g (11 mmol) of sodium hydroxide dissolved in 30 ml water was added to a suspension containing 1.3 g (3.7 mmol) of ethyl 3-[5-(2-nitroiminoimidazolidin-1-ylmethyl)-2-pyridylthio]propionate (4) in 40 ml of ethanol and stirred at room temperature for 1 hour. The ethanol was distilled away under reduced pressure, and 20 ml of water and 30 ml of ether were added to the residues which were then partitioned, and the aqueous layer was adjusted to pH 5 with dilute hydrochloric acid and extracted twice with 70 ml of ethyl acetate. The ethyl acetate layer was washed with water, dried over anhydrous magnesium sulfate and concentrated. The residues were purified by silica gel chromatography (ethyl acetate: methanol=1:1) to give 0.6 g of (5) (yield 50%).

出典