Reacción #1781

Ecuación de reacción

2-ethyl nicotinic acid lithium salt

lithium aluminum hydride

→

2-ethyl-3 -hydroxymethylpyridine

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathen cooled to 0° C.
2. 2
   Otroquenched with EtOAc (949 μL)
3. 3
   FiltraciónThe solution was filtered
4. 4
   Otrothe solvent removed under reduced pressure
5. 5
   workup.ADDITIONToluene was added
6. 6
   Otrothe solvent was removed under reduced pressure

Procedimiento

The 2-ethyl nicotinic acid lithium salt (5 g, 3.18 mmol) in distilled THF (400 mL) under nitrogen was cooled to 0° C. and lithium aluminum hydride (1M in THF) (25 mL) was added dropwise. The reaction was stirred for 3 hours at room temperature then cooled to 0° C. and quenched with EtOAc (949 μL), then H2O (949 μL), then 15% NaOH (949 μL), followed by H2O (2.8 mL). The solution was filtered and the solvent removed under reduced pressure. Toluene was added and the solvent was removed under reduced pressure to give the desired 2-ethyl-3 -hydroxymethylpyridine.

Fuente