반응 #302846

ord-225c1dd216054c80a40c00a970cdc7b6

반응 방정식

Cl
hydrochloric acid
CC(=O)c1cc(Br)ccc1O
5′-bromo-2′-hydroxyacetophenone
CC(=O)c1cc(Br)ccc1O
compound 1
CC(=O)c1cc(Br)ccc1O
5′-bromo-2′-hydroxyacetophenone
O=C(Cl)c1ccc([N+](=O)[O-])cc1
4-nitrobenzoyl chloride
CC(=O)c1cc(Br)ccc1OC(=O)c1ccc([N+](=O)[O-])cc1
compound 2
CC(=O)c1cc(Br)ccc1OC(=O)c1ccc([N+](=O)[O-])cc1
4-nitrobenzoic acid 2-acetyl-4-bromophenyl ester

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The obtained mixture was reacted at room temperature for 30 minutes
  2. 2
    온도under cooling on ice
  3. 3
    여과The obtained precipitate was collected by filtration
  4. 4
    세척the filtrate was then washed with purified water

실험 절차

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+).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08192717B2uspto-grants-2012_06