Toluene → Ethyl 3-bromo-5-nitrobenzoate

HRID 269558

반응식

HRID 269558 반응식
S(Cl)(Cl)=O.[Br:5][C:6]1[CH:7]=[C:8]([CH:12]=[C:13]([N+:15]([O-:17])=[O:16])[CH:14]=1)[C:9]([OH:11])=[O:10].[C:18]1(C)C=CC=C[CH:19]=1>>[Br:5][C:6]1[CH:7]=[C:8]([CH:12]=[C:13]([N+:15]([O-:17])=[O:16])[CH:14]=1)[C:9]([O:11][CH2:18][CH3:19])=[O:10]

참가 물질

4

반응물 3

HCID 1140TolueneHCID 24386Thionyl ChlorideHCID 2393363-Bromo-5-nitrobenzoic acid

생성물 1

HCID 26966738Ethyl 3-bromo-5-nitrobenzoate수율 79%

실험 절차

Thionyl chloride (15.7 g, 120 mmol) was added to a solution of 3-bromo-5-nitrobenzoic acid in toluene (100 ml). The mixture was refluxed for 6 hours. The solvent was evaporated and the residue dissolved in dry tetrahydrofuran (50 ml), ethanol (10 ml) was added and the mixture stirred at room temperature for 30 mins. The solvent was evaporated and the residue chromatographed in dichloromethane to give the title compound as an off-white solid (13 g, 79%)

후처리

  1. temperatureThe mixture was refluxed for 6 hours
  2. customThe solvent was evaporated
  3. dissolutionthe residue dissolved in dry tetrahydrofuran (50 ml)
  4. additionethanol (10 ml) was added
  5. customThe solvent was evaporated
  6. customthe residue chromatographed in dichloromethane

출처 및 근거

ORD 기록
ord-84821d5048f34e8ca13f99747fb0b754
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07446222B2

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