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

HRID 506967ノート

反応式

HRID 506967 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-b61d3480532f4df98c930fc08176f129
出典データセット
uspto-grants-2010_08
特許番号
US07786115B2

反応ノート

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