반응 #450377

반응 방정식

2-(2-Trifluoromethylphenyl)-5-carboxypyridine

lithium aluminum hydride

→

title compound

2-(2-Trifluoromethylphenyl)-5-hydroxymethylpyridine

용매

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   온도cooled to 0° C.
2. 2
   기타quenched by dropwise addition of water (0.05 mL), 2.5N aq. NaOH (0.05 mL), and water (0.15 mL)
3. 3
   workup.ADDITIONSodium sulfate was added
4. 4
   여과the reaction filtered through a pad of Celite
5. 5
   기타the filtrate evaporated in vacuo
6. 6
   기타The residue was chromatographed (silica gel, CH2Cl2

실험 절차

To a solution of 2-(2-Trifluoromethylphenyl)-5-carboxypyridine (220 mg, 1.23 mmol) in tetrahydrofuran (10 mL) at 0° C. was added 1.0M lithium aluminum hydride in tetrahydrofuran (1.23 mL, 1.23 mmol) over 10 minutes. The reaction was allowed to stir at ambient temperature for 16 hours, cooled to 0° C., and quenched by dropwise addition of water (0.05 mL), 2.5N aq. NaOH (0.05 mL), and water (0.15 mL). Sodium sulfate was added, the reaction filtered through a pad of Celite and the filtrate evaporated in vacuo. The residue was chromatographed (silica gel, CH2Cl2 then EtOAc) to afford the title compound.

출처