반응 #437823

반응 방정식

WSCI.HCl

triethylamine

4-Benzyloxyaniline hydrochloride

3-hydroxy-4-methoxypicolinic acid hydrochloride

1-hydroxybenzotriazole

triethylamine

→

title compound

수율 59.0%

3-Hydroxy-4-methoxy-4′-benzyloxypicolinanilide

수율 59.0%

용매

chloroform

chloroform

반응 조건

후처리

1. 1
   농축The reaction mixture was concentrated under the reduced pressure
2. 2
   workup.DISSOLUTIONThe concentrate was redissolved in chloroform
3. 3
   세척The solution was washed with saturated brine
4. 4
   건조was then dried over anhydrous sodium sulfate
5. 5
   농축The dried solution was concentrated under the reduced pressure
6. 6
   기타The residue was purified by column chromatography on silica gel (chloroform)

실험 절차

4-Benzyloxyaniline hydrochloride (0.21 g, 0.87 mmol), 0.15 g (0.73 mmol) of 3-hydroxy-4-methoxypicolinic acid hydrochloride, 0.15 g (1.10 mmol) of 1-hydroxybenzotriazole, and 0.16 g (1.10 mmol) of triethylamine were mixed into chloroform to prepare a suspension (2 ml). A chloroform solution (2 ml) of WSCI.HCl (0.21 g, 1.10 mmol) and 0.11 g (1.10 mmol) of triethylamine were added dropwise at −20° C. to this suspension, and a reaction was then allowed to proceed at room temperature overnight. The reaction mixture was concentrated under the reduced pressure. The concentrate was redissolved in chloroform. The solution was washed with saturated brine, and was then dried over anhydrous sodium sulfate. The dried solution was concentrated under the reduced pressure. The residue was purified by column chromatography on silica gel (chloroform) to give 0.15 g (yield 59%) of title compound.

출처