Toluene → Ethyl 3-bromo-5-nitrobenzoate

HRID 269558

反応式

HRID 269558 の反応式
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]

参加物

4

反応物 3

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

生成物 1

HCID 26966738Ethyl 3-bromo-5-nitrobenzoate収率 79%

実験手順

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%)

後処理

  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

出典と根拠

ORDレコード
ord-84821d5048f34e8ca13f99747fb0b754
出典データセット
uspto-grants-2008_11
特許番号
US07446222B2

関連ノート

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