Реакция #155308

Уравнение реакции

Hydrochloric acid

3-amino-2-naphthol

sodium carbonate

acetyl chloride

→

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

Выход 78.0%

Растворители

acetone

Условия реакции

Обработка

1. 1
   ТемператураThe mixture was cooled in an ice-water bath
2. 2
   workup.WAITto stand at room temperature overnight
3. 3
   ДругоеThe generated insoluble matter was separated
4. 4
   Промывкаwashed with water
5. 5
   Другоеdried

Методика

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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