Реакция #302853

ord-edcb51f8e09e40f495ada2de0721d14b

Уравнение реакции

Cl
hydrochloric acid
CC(=O)c1cc(Br)ccc1O
5′-bromo-2′-hydroxyacetophenone
CC(=O)c1cc(Br)ccc1O
compound 12
CC(=O)c1cc(Br)ccc1O
5′-bromo-2′-hydroxyacetophenone
COc1ccc(C(=O)Cl)cc1
4-methoxybenzoyl chloride
COc1ccc(C(=O)Oc2ccc(Br)cc2C(C)=O)cc1
compound 13
COc1ccc(C(=O)Oc2ccc(Br)cc2C(C)=O)cc1
4-methoxybenzoic acid 2-acetyl-4-bromophenyl ester

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеThe obtained mixture was reacted at room temperature for 30 minutes
  2. 2
    Температураunder cooling on ice
  3. 3
    ФильтрацияThe obtained precipitate was collected by filtration
  4. 4
    Промывкаthe filtrate was then washed with purified water

Методика

5′-bromo-2′-hydroxyacetophenone (compound 12) (1.80 g, 10.6 mmol) was added to a pyridine solution (40 ml) that contained 4-methoxybenzoyl chloride (2.01 g, 9.35 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-methoxybenzoic acid 2-acetyl-4-bromophenyl ester (compound 13). Yield: 3.15 g (yield constant: 96.5%) 1H NMR (300 MHz, CDCl3) δ 7.72 (d, J=7.5 Hz, 1H), 8.06 (d, J=7.2 Hz, 1H), 8.86 (s, 1H), 10.13 (s, 1H).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08192717B2uspto-grants-2012_06