반응 #57529

반응 방정식

Triethylamine

1-(4-Bromo-2-hydroxy-phenyl)-ethanone

2,4-dichloro-benzoyl chloride

→

desired product

수율 84.0%

2,4-dichloro-benzoic acid 2-acetyl-5-bromo-phenyl ester

수율 84.0%

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   workup.ADDITIONwas added dropwise over 30 minutes
2. 2
   농축After this time, the reaction mixture was concentrated via rotary evaporation
3. 3
   workup.DISSOLUTIONdissolved in EtOAc
4. 4
   세척washed twice with water and once with a saturated NaHCO3 solution
5. 5
   건조The organic portion was dried (MgSO4)
6. 6
   여과filtered
7. 7
   농축concentrated

실험 절차

Triethylamine (14.6 mL, 104.6 mmol) was added to a solution of 1-(4-Bromo-2-hydroxy-phenyl)-ethanone (15.0 g, 96.8 mmol) dissolved in dichloromethane (200 mL). The resulting solution was cooled to 0° C. at which time 2,4-dichloro-benzoyl chloride, dissolved in 50 mL dichloromethane was added dropwise over 30 minutes. The resulting mixture was allowed to warm to ambient temperature and stir at this temperature for an additional 16 hours. After this time, the reaction mixture was concentrated via rotary evaporation and then dissolved in EtOAc and washed twice with water and once with a saturated NaHCO3 solution. The organic portion was dried (MgSO4), filtered and concentrated to give the desired product (22.7 g, 84%) which was used without further purification. 1H-NMR (DMSO) δ 8.18 (d, 1H), 7.96 (d, 1H), 7.82 (s, 1H), 7.64 (m, 3H), 2.53 (s, 3H).

출처