2,5-Dimethylbenzoic acid → 3-Bromo-2,5-dimethylbenzoic acid

HRID 1474321ノート

反応式

HRID 1474321 の反応式
[CH3:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[Br:12]N1C(=O)CCC1=O>S(=O)(=O)(O)O>[Br:12][C:10]1[C:2]([CH3:1])=[C:3]([CH:7]=[C:8]([CH3:11])[CH:9]=1)[C:4]([OH:6])=[O:5]

参加物

4

反応物 2

HCID 118922,5-Dimethylbenzoic acidHCID 67184N-bromobutanimide

生成物 1

HCID 592382453-Bromo-2,5-dimethylbenzoic acid

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
0 °C

実験手順

A solution of 2,5-dimethylbenzoic acid (20 g, 133 mmol) in 100 mL of conc. sulfuric acid was cooled to 0° C., and then N-bromosuccinimide (24 g, 139 mmol) was added. The reaction was stirred at 0° C. for 1.5 hours. The mixture was poured onto ice/water, extracted with EtOAc, washed with brine, dried over anhydrous sodium sulfate and concentrated. The crude product was purified by column chromatography to afford 3-bromo-2,5-dimethylbenzoic acid.

後処理

  1. additionThe mixture was poured onto ice/water
  2. extractionextracted with EtOAc
  3. washwashed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated
  6. customThe crude product was purified by column chromatography

出典と根拠

ORDレコード
ord-1e94dc8ce4d7409abb727e3afc66e4c0
出典データセット
uspto-grants-2015_04
特許番号
US09018211B2

反応ノート

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