반응 #68858

반응 방정식

NaOH

NaB(OAc)3H

HCl

piperazine-1-carboxylic acid phenylamide

3-hydroxybenzaldehyde

→

title compound

수율 82.4%

4-(3-Hydroxy-benzyl)-piperazine-1-carboxylic acid phenylamide

수율 82.4%

용매

DCM

acetic acid

반응 조건

후처리

1. 1
   추출The aqueous phase was extracted with DCM (200 mL)
2. 2
   건조The combined organic layers were dried (MgSO4)
3. 3
   농축concentrated

실험 절차

To a solution of piperazine-1-carboxylic acid phenylamide (2.0 g) and 3-hydroxybenzaldehyde (3.0 g) in DCM (200 mL) was added acetic acid (1.1 mL) followed by portion-wise addition of NaB(OAc)3H (6.0 g). The reaction mixture was stirred overnight. A solution of 10% aq. NaOH (30 mL) was added until the pH of the aqueous phase was 11. A solution of 1 N HCl was then added until the pH of the aqueous phase was 6-7. The aqueous phase was extracted with DCM (200 mL). The combined organic layers were dried (MgSO4) and concentrated. Chromatography of the residue gave the title compound as a white solid (2.5 g).

출처