反応 #632492

反応方程式

2-methyl-2-(pyridine-3-sulfonyl)-propionic acid ethyl ester

lithium hydroxide monohydrate

→

2-methyl-2-(pyridine-3-sulfonyl)-propionic acid

収率 99.9%

溶媒

water

THF water

反応条件

後処理

1. 1
   洗浄washed with DCM (2×15 mL)
2. 2
   温度The basic aqueous layer was cooled in an ice bath
3. 3
   抽出The acidic aqueous layer was extracted with isopropanol/chloroform (1/1, 3×20 mL)
4. 4
   洗浄The combined organic extracts were washed with brine
5. 5
   乾燥dried over Na2SO4
6. 6
   ろ過filtered

実験手順

To a solution of 240 mg (0.93 mmol) of 2-methyl-2-(pyridine-3-sulfonyl)-propionic acid ethyl ester in THF/water (4/1, 10 mL) were added 76 mg (1.8 mmol) of lithium hydroxide monohydrate. The reaction was stirred at room temperature for 18 h. The reaction was further diluted with water (20 mL) and then washed with DCM (2×15 mL). The basic aqueous layer was cooled in an ice bath and acidified with 1M aqueous HCl solution to pH 2. The acidic aqueous layer was extracted with isopropanol/chloroform (1/1, 3×20 mL). The combined organic extracts were washed with brine, dried over Na2SO4 and filtered. Concentration of the filtrate under reduced pressure afforded 213 mg of 2-methyl-2-(pyridine-3-sulfonyl)-propionic acid.

出典