반응 #155666

반응 방정식

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

picolinoyl chloride

triethylamine

→

compound

수율 70.1%

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

수율 70.1%

용매

methylene chloride

water

반응 조건

후처리

1. 1
   추출followed by few times of extraction with methylene chloride
2. 2
   건조The combined organic layer was dried over anhydrous magnesium sulfate
3. 3
   여과filtered
4. 4
   농축concentrated under reduced pressure
5. 5
   기타The residue was purified by column chromatography (silica gel, ethyl acetate)

실험 절차

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).

출처