Ethyl Acetate → 2-(5-Ethylthiophen-2-yl)-4-methoxybenzo(b)furan

HRID 2085180노트

반응식

HRID 2085180 반응식
[CH3:1][O:2][C:3]1[C:11]2[CH:10]=[C:9]([Sn](C)(C)C)[O:8][C:7]=2[CH:6]=[CH:5][CH:4]=1.Br[C:17]1[S:18][C:19]([CH2:22][CH3:23])=[CH:20][CH:21]=1.C(OCC)(=O)C>C1COCC1>[CH2:22]([C:19]1[S:18][C:17]([C:9]2[O:8][C:7]3[CH:6]=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[C:11]=3[CH:10]=2)=[CH:21][CH:20]=1)[CH3:23]

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 227291122-Bromo-5-ethylthiopheneHCID 227291264-Methoxy-2-(trimethylstannyl)benzo(b)furan

생성물 1

HCID 227293132-(5-Ethylthiophen-2-yl)-4-methoxybenzo(b)furan수율 41.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-methoxy-2-(trimethylstannyl)-benzo(b)furan (3.00 g) and 2-bromo-5-ethylthiophene (1.84 g) in THF (25 ml) was added bistriphenylphosphinepalladium dichloride (224 mg), and the mixture was stirred with refluxing overnight. After cooling, ethyl acetate was added to the reaction mixture and the mixture was filtered through celite. The filtrate was washed with water and saturated brine, and the organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (1.04 g) as a yellow oil.

후처리

  1. temperaturewith refluxing overnight
  2. temperatureAfter cooling
  3. filtrationthe mixture was filtered through celite
  4. washThe filtrate was washed with water and saturated brine
  5. dry with materialthe organic layer was dried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-478d0947a1614d819b9a117dd41938e8
출처 데이터셋
uspto-grants-2004_04
특허 번호
US06720320B2

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