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

HRID 525199노트

반응식

HRID 525199 반응식
[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

참가 물질

4

반응물 1

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

생성물 1

HCID 221448205-Bromo-7-fluorobenzofuran수율 102.2%

시약·촉매·용매 2

HCID 23978Copper촉매HCID 7047Quinoline용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-c14534c67570472ea55e4d345dfdab42
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09340529B2

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