反応 #155308

ord-43d5b7a6265d46a0ab8a7e2b2db5ad33

反応方程式

Cl
Hydrochloric acid
Nc1cc2ccccc2cc1O
3-amino-2-naphthol
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
CC(=O)Cl
acetyl chloride
CC(=O)Nc1cc2ccccc2cc1O
N-(3-hydroxynaphthalen-2-yl)acetamide
収率 78.0%

溶媒

反応条件

温度
0°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度The mixture was cooled in an ice-water bath
  2. 2
    workup.WAITto stand at room temperature overnight
  3. 3
    その他The generated insoluble matter was separated
  4. 4
    洗浄washed with water
  5. 5
    その他dried

実験手順

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%).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: USRE045108E1uspto-grants-2014_09