反応 #302846

反応方程式

hydrochloric acid

5′-bromo-2′-hydroxyacetophenone

compound 1

5′-bromo-2′-hydroxyacetophenone

4-nitrobenzoyl chloride

→

compound 2

4-nitrobenzoic acid 2-acetyl-4-bromophenyl ester

溶媒

pyridine

反応条件

後処理

1. 1
   その他The obtained mixture was reacted at room temperature for 30 minutes
2. 2
   温度under cooling on ice
3. 3
   ろ過The obtained precipitate was collected by filtration
4. 4
   洗浄the filtrate was then washed with purified water

実験手順

5′-bromo-2′-hydroxyacetophenone (compound 1) (863 mg, 4.65 mmol) was added to a pyridine solution (20 ml) that contained 4-nitrobenzoyl chloride (1.00 g, 4.65 mmol) in an ice bath. The obtained mixture was reacted at room temperature for 30 minutes, and the reaction solution was then poured into 1 N hydrochloric acid under cooling on ice. The obtained mixture was intensively stirred. The obtained precipitate was collected by filtration, and the filtrate was then washed with purified water, so as to obtain a product of interest, 4-nitrobenzoic acid 2-acetyl-4-bromophenyl ester (compound 2). Yield: 1.57 g (yield constant: 92.7%) 1H NMR (300 MHz, CDCl3) δ 8.37 (s, 4H), 8.00 (s, 1H), 7.76-7.72 (m, 1H), 7.16 (d, J=8.7 Hz, 1H), 2.55 (s, 3H). MS m/z 365 (MH+).

出典