반응 #46720

반응 방정식

2-Hydroxy-4-[4-(3-hydroxy-prop-1-ynyl)-benzylamino]-benzoic acid methyl ester

LiOH

→

pure product

수율 17.3%

2-Hydroxy-4-[4-(3-hydroxy-prop-1-ynyl)-benzylamino]-benzoic acid

수율 17.3%

용매

THF H2O

반응 조건

후처리

1. 1
   기타THF was removed by evaporation and EtOAc (3 mL) and H2O (0.5 mL)
2. 2
   workup.ADDITIONwas added
3. 3
   기타The organic phase was isolated
4. 4
   건조dried (Na2SO4)
5. 5
   여과filtered
6. 6
   기타evaporated to dryness
7. 7
   기타purified by flash column chromatography (SiO2-PE80-100° C./EtOAc/CH3COOH=1:1:1%)

실험 절차

2-Hydroxy-4-[4-(3-hydroxy-prop-1-ynyl)-benzylamino]-benzoic acid methyl ester (22 mg; 0.07 mmol) was dissolved in THF/H2O (1 mL/0.25 mL) and LiOH was added (17 mg; 0.7 mmol). The reaction mixture was heated to 90° C. for 1 hour. THF was removed by evaporation and EtOAc (3 mL) and H2O (0.5 mL) was added. The organic phase was isolated, dried (Na2SO4), filtered, evaporated to dryness and purified by flash column chromatography (SiO2-PE80-100° C./EtOAc/CH3COOH=1:1:1%) to yield 3.6 mg (17%) of pure product.

출처