5-Bromo-7-fluoro-1-benzofuran-2-carboxylic acid → 5-Bromo-7-fluorobenzofuran

HRID 525199ノート

反応式

HRID 525199 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([F:14])[C:5]2[O:9][C:8](C(O)=O)=[CH:7][C:6]=2[CH:13]=1>N1C2C(=CC=CC=2)C=CC=1.[Cu]>[Br:1][C:2]1[CH:3]=[C:4]([F:14])[C:5]2[O:9][CH:8]=[CH:7][C:6]=2[CH:13]=1

参加物

4

反応物 1

HCID 623792185-Bromo-7-fluoro-1-benzofuran-2-carboxylic acid

生成物 1

HCID 221448205-Bromo-7-fluorobenzofuran収率 102.2%

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 7047Quinoline溶媒

実験手順

A solution of 5-bromo-7-fluoro-1-benzofuran-2-carboxylic acid (1.274 mmol) in quinoline (2 mL) was treated with copper dust (0.236 mmol). The reaction was purged with nitrogen, sealed and irradiated in a microwave reactor at 230° C. for 60 min. The solution was diluted with ethyl acetate and was filtered through Celite. The filtrate was concentrated in vacuo, and the residue was purified by flash chromatography (hexanes) to provide the title compound as a clear oil (280 mg, 100% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 8.17 (d, J=2.02 Hz, 1H) 7.77 (d, J=1.77 Hz, 1H) 7.55 (dd, J=10.48, 1.64 Hz, 1H) 7.07 (dd, J=3.16, 2.15 Hz, 1H).

後処理

  1. customThe reaction was purged with nitrogen
  2. customsealed
  3. customirradiated in a microwave reactor at 230° C. for 60 min
  4. additionThe solution was diluted with ethyl acetate
  5. filtrationwas filtered through Celite
  6. concentrationThe filtrate was concentrated in vacuo
  7. customthe residue was purified by flash chromatography (hexanes)

出典と根拠

ORDレコード
ord-c14534c67570472ea55e4d345dfdab42
出典データセット
uspto-grants-2016_05
特許番号
US09340529B2

反応ノート

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