반응 #421095

반응 방정식

3-(4-Methoxy-phenyl)-propionic acid

DIBAL-H

NH4Cl

→

3-(4-methoxy-phenyl)-propionaldehyde

수율 70.7%

용매

toluene

dry ice acetone

반응 조건

후처리

1. 1
   추출The solution was extracted twice with ether
2. 2
   세척the organic layer was washed with brine
3. 3
   건조dried over MgSO4(s)
4. 4
   농축concentrated under reduced pressure
5. 5
   기타The residue was purified by column chromatography on silica gel

실험 절차

3-(4-Methoxy-phenyl)-propionic acid (9a, 1.80 g, 10.0 mmol) in toluene (25.0 mL) was cooled to −78° C. in dry ice-acetone bath for 5-10 minutes under N2. DIBAL-H (11.0 mmol) was slowly added by syringe and stirred for 2 hours at −78° C. Then, the reaction mixture was poured quickly into an aqueous NH4Cl solution with vigorous stirring. The solution was extracted twice with ether and the organic layer was washed with brine, dried over MgSO4(s), and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to provide 3-(4-methoxy-phenyl)-propionaldehyde (9b, 1.16 g, 7.07 mmol) as yellow oil in 70.7% yield.

출처