Reaktion #155308

Reaktionsgleichung

Hydrochloric acid

3-amino-2-naphthol

sodium carbonate

acetyl chloride

→

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

Ausbeute 78.0%

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was cooled in an ice-water bath
2. 2
   workup.WAITto stand at room temperature overnight
3. 3
   SonstigeThe generated insoluble matter was separated
4. 4
   Waschenwashed with water
5. 5
   Sonstigedried

Vorschrift

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%).

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