Hydrochloric Acid → 2-Chloro-4-hydroxybenzaldehyde

반응식

[Cl:1][C:2]1[CH:9]=[C:8]([OH:10])[CH:7]=[CH:6][C:3]=1[C:4]#N.CC(C[AlH]CC(C)C)C.Cl.C1C[O:24]CC1>>[Cl:1][C:2]1[CH:9]=[C:8]([OH:10])[CH:7]=[CH:6][C:3]=1[CH:4]=[O:24]

참가 물질

반응물 4

HCID 313Hydrochloric Acid

HCID 8028Tetrahydrofuran

HCID 14487Diisobutylaluminum hydride

HCID 5927972-Chloro-4-hydroxybenzonitrile

생성물 1

HCID 1853632-Chloro-4-hydroxybenzaldehyde

반응 조건

온도: -78 °C

실험 절차

After 2-chloro-4-hydroxy-benzonitrile (2 g, 0.013 mol) was dissolved in anhydrous THF (40 mL), DIBAL-H 1M hexane solution (21.7 mL, 0.032 mol) was added thereto at −78° C., and the mixture was stirred for 1 hour, and then stirred at room temperature for 2 hours. After the termination of the reaction, the reactant was added with 1M HCl at 0° C. and then extracted with EtOAc. The organic layer was separated, dried with MgSO4, and concentrated under reduced pressure to obtain the title compound, which was used in the next step without a separate purification process.