Reacción #519042

Ecuación de reacción

methyl-3-cyano-5-iodobenzoate

LiOH

methanol

→

3-cyano-5-iodobenzoic acid

Rendimiento 94.0%

Disolventes

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction mixture was heated
2. 2
   Temperaturaat reflux for 1 hour
3. 3
   ConcentraciónThe solvent was concentrated in vacuo
4. 4
   workup.ADDITIONthe mixture treated with 1N HCl
5. 5
   FiltraciónThe resulting white precipitate was filtered
6. 6
   Extracciónthe filtrate was extracted with dichloromethane
7. 7
   Concentraciónconcentrated in vacuo

Procedimiento

A solution of methyl-3-cyano-5-iodobenzoate (640 mg, 2.3 mmol) in tetrahydrofuran (8 mL) was treated with 0.5M LiOH (5.5 mL, 2.75 mmol) and methanol. The reaction mixture was heated at reflux for 1 hour. The solvent was concentrated in vacuo and the mixture treated with 1N HCl. The resulting white precipitate was filtered and the filtrate was extracted with dichloromethane. The residue and the extracted filtrate were combined and concentrated in vacuo to afford 590 mg (94%) of 3-cyano-5-iodobenzoic acid, as a white solid.

Fuente