Réaction #84031

Équation de réaction

potassium carbonate

CO2

N,O-Dimethylhydroxylamine Hydrochloride

6-bromo-2-naphthoyl chloride

→

6-bromo-N-methoxy-N-methyl-2-naphthamide

Rendement 100.0%

Solvants

dichloromethane

Water

water

dichloromethane

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGThe reaction mixture was stirred 1 hour
2. 2
   AutreThe organic layer was separated
3. 3
   Séchagedried over sodium sulphate
4. 4
   Filtrationfiltrated
5. 5
   Concentrationconcentrated
6. 6
   Autredried in vacuum overnight

Mode opératoire

N,O-Dimethylhydroxylamine Hydrochloride (41.3 g, 423 mmol, 1.5 equiv.) was dissolved in distilled water (200 mL) and potassium carbonate (117 g, 3.0 equiv.) was added portion wise (CO2 evolution). Water (300 mL) and dichloromethane (200 mL) was added and a solution of 6-bromo-2-naphthoyl chloride (76.1 g, 282 mmol, 1.00-equiv.) in dichloromethane (300 mL) was added portion wise to this mixture while stirring. The reaction mixture was stirred 1 hour. The organic layer was separated, dried over sodium sulphate, filtrated, concentrated and dried in vacuum overnight, yielding 6-bromo-N-methoxy-N-methyl-2-naphthamide (82.9 g, 100%) as a brown solid.

Source