Reacción #155308

Ecuación de reacción

Hydrochloric acid

3-amino-2-naphthol

sodium carbonate

acetyl chloride

→

N-(3-hydroxynaphthalen-2-yl)acetamide

Rendimiento 78.0%

Disolventes

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe mixture was cooled in an ice-water bath
2. 2
   workup.WAITto stand at room temperature overnight
3. 3
   OtroThe generated insoluble matter was separated
4. 4
   Lavadowashed with water
5. 5
   Otrodried

Procedimiento

An acetone solution (60 ml) of 3-amino-2-naphthol (5.0 g, 31.4 mmol) was added to an aqueous solution (20 ml) of sodium carbonate (4.77 g, 34.5 mmol). The mixture was cooled in an ice-water bath, and then acetyl chloride (2.27 ml, 32.0 mmol) was added to the mixture dropwise over 5 minutes. The resulting mixture was stirred at 0° C. for 4 hours and then allowed to stand at room temperature overnight. 2N Hydrochloric acid was added to the reaction mixture to adjust its pH to 3. The generated insoluble matter was separated, washed with water, and then dried, giving a white powder of N-(3-hydroxynaphthalen-2-yl)acetamide (4.9 g, yield: 78%).

Fuente