Pyridinium chloride → 4-(5,7-Dibromo-benzofuran-2-yl)-phenol

HRID 1836024ノート

反応式

HRID 1836024 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([Br:19])[C:5]2[O:9][C:8]([C:10]3[CH:15]=[CH:14][C:13]([O:16]C)=[CH:12][CH:11]=3)=[CH:7][C:6]=2[CH:18]=1.Cl.N1C=CC=CC=1>O>[Br:1][C:2]1[CH:3]=[C:4]([Br:19])[C:5]2[O:9][C:8]([C:10]3[CH:11]=[CH:12][C:13]([OH:16])=[CH:14][CH:15]=3)=[CH:7][C:6]=2[CH:18]=1

参加物

4

反応物 2

HCID 10176127Pyridinium chlorideHCID 103094045,7-Dibromo-2-(4-methoxy-phenyl)benzofuran

生成物 1

HCID 103091974-(5,7-Dibromo-benzofuran-2-yl)-phenol収率 18%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
200 °C

実験手順

Compound 87 was treated with Pyridine HCl (5 g) and heated to 200° C. After 1 hr, the reaction was cooled and diluted with water. The aqueous layer was extracted with EtOAc, dried over MgSO4, and the product was purified by column chromatography (eluant 25% EtOAc/hexanes) to give a solid (0.12 g, 18%); Mp=203-205° C.; 1H NMR (DMSO-d6) δ 10.04 (br s, 1 H), 7.83 (d, 1 H, J=1.5 Hz), 7.75 (d, 2 H, J=8.3 Hz), 7.68 (d, 1 H, J=2.0 Hz), 7.28 (s, 1 H), 6.91 (d, 2 H, J=8.3 Hz); MS 365/367/369 [M−H]−

後処理

  1. temperaturethe reaction was cooled
  2. extractionThe aqueous layer was extracted with EtOAc
  3. dry with materialdried over MgSO4
  4. customthe product was purified by column chromatography (eluant 25% EtOAc/hexanes)

出典と根拠

ORDレコード
ord-fb9863b2285c4ac8973ea9ac96d72cd2
出典データセット
uspto-grants-2004_08
特許番号
US06774248B2

反応ノート

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