Réaction #320048

Équation de réaction

sodium boron hydride

7-chloro-6-fluoro-2-formylquinoline

→

title compound

Rendement 69.4%

7-Chloro-6-fluoro-2-hydroxymethylquinoline

Rendement 69.4%

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   Autreobtained in Reference example 2
2. 2
   AutreAfter the solvent was removed
3. 3
   Extractionthe residue was extracted with ice water-methylene chloride
4. 4
   Lavagethe organic layer was washed with water
5. 5
   Séchagedried over anhydrous sodium sulfate
6. 6
   AutreAfter the solvent was removed

Mode opératoire

3 g of sodium boron hydride was added to 11.19 g of 7-chloro-6-fluoro-2-formylquinoline obtained in Reference example 2 suspended in 250 ml of methanol and the mixture was stirred at room temperature for 1 hour. After the solvent was removed, the residue was extracted with ice water-methylene chloride and the organic layer was washed with water and dried over anhydrous sodium sulfate. After the solvent was removed, the residue was applied to silica gel column chromatography to obtain 7.84 g of the title compound.

Source