反応 #155666

反応方程式

pyrrolidine-1-carboxylic acid 4-hydroxy-cyclohexylmethyl ester

picolinoyl chloride

triethylamine

→

compound

収率 70.1%

pyridine-2-carboxylic acid 4-(pyrrolidine-1-carbonyloxymethyl)-cyclohexyl ester

収率 70.1%

溶媒

methylene chloride

water

反応条件

後処理

1. 1
   抽出followed by few times of extraction with methylene chloride
2. 2
   乾燥The combined organic layer was dried over anhydrous magnesium sulfate
3. 3
   ろ過filtered
4. 4
   濃縮concentrated under reduced pressure
5. 5
   その他The residue was purified by column chromatography (silica gel, ethyl acetate)

実験手順

To a solution of pyrrolidine-1-carboxylic acid 4-hydroxy-cyclohexylmethyl ester (1 mmol) in methylene chloride (5 mL) were added picolinoyl chloride (1.1 mmol) and triethylamine (1.5 mmol) and the resulting mixture was stirred for 16 hours at room temperature. The reaction mixture was diluted with water, followed by few times of extraction with methylene chloride. The combined organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, ethyl acetate), thereby completing the preparation of a target compound (233 mg, 70% yield).

出典