Acetyl chloride → 7-bromo-3,4-dihydro-1H-2-benzopyran-1,3-dione

HRID 506967노트

반응식

HRID 506967 반응식
[C:1]([CH2:4][C:5]1[CH:13]=[CH:12][C:11]([Br:14])=[CH:10][C:6]=1[C:7]([OH:9])=[O:8])(O)=[O:2].C(Cl)(=O)C>CC(C)=O>[Br:14][C:11]1[CH:10]=[C:6]2[C:5]([CH2:4][C:1](=[O:2])[O:8][C:7]2=[O:9])=[CH:13][CH:12]=1

참가 물질

4

반응물 2

HCID 6367Acetyl chlorideHCID 106349875-Bromo-2-(carboxymethyl)benzoic acid

생성물 1

HCID 185077967-bromo-3,4-dihydro-1H-2-benzopyran-1,3-dione수율 99.8%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a suspension of 2-(carboxymethyl)-5-bromobenzoic acid (2.37 g) in acetone (20 ml) was added acetyl chloride (2.60 ml) and the reaction mixture was stirred at room temperature for 18 hours. The solvent was evaporated and azeotroped with toluene (×3). The resultant solid was triturated with diethyl ether to yield 7-bromo-1H-isochromene-1,3(4H)-dione as a brown solid (2.20 g); NMR Spectrum: (DMSOd6) 4.24 (s, 2H), 7.42 (d, 1H), 7.94 (d, 1H), 8.13 (s, 1H).

후처리

  1. customThe solvent was evaporated
  2. customazeotroped with toluene (×3)
  3. customThe resultant solid was triturated with diethyl ether

출처 및 근거

ORD 기록
ord-b61d3480532f4df98c930fc08176f129
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07786115B2

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