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

HRID 1474321노트

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HRID 1474321 반응식
[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]

참가 물질

4

반응물 2

HCID 118922,5-Dimethylbenzoic acidHCID 67184N-bromobutanimide

생성물 1

HCID 592382453-Bromo-2,5-dimethylbenzoic acid

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1e94dc8ce4d7409abb727e3afc66e4c0
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09018211B2

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