[(4-Isobutylphenyl)ethynyl](trimethyl)silane → 5-Fluoro-7-((4-isobutylphenyl)ethynyl)-2H-chromene-3-carbaldehyde

HRID 217446

반응식

HRID 217446 반응식
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][Si](C)(C)C)=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3].FC(F)(F)S(O[C:23]1[CH:32]=[C:31]2[C:26]([CH:27]=[C:28]([CH:33]=[O:34])[CH2:29][O:30]2)=[C:25]([F:35])[CH:24]=1)(=O)=O>CN(C=O)C.[Cu](Cl)Cl.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[F:35][C:25]1[CH:24]=[C:23]([C:12]#[C:11][C:8]2[CH:9]=[CH:10][C:5]([CH2:1][CH:2]([CH3:4])[CH3:3])=[CH:6][CH:7]=2)[CH:32]=[C:31]2[C:26]=1[CH:27]=[C:28]([CH:33]=[O:34])[CH2:29][O:30]2

참가 물질

6

반응물 2

HCID 58438693[(4-Isobutylphenyl)ethynyl](trimethyl)silaneHCID 866576425-fluoro-3-formyl-2H-chromen-7-yl trifluoromethanesulfonate

생성물 1

HCID 584386855-Fluoro-7-((4-isobutylphenyl)ethynyl)-2H-chromene-3-carbaldehyde수율 23.8%

시약·촉매·용매 3

HCID 24014Cupric Chloride촉매HCID 178418397HCID 178418397, 화합물촉매HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

To a solution of copper chloride (10 mg) and Pd(PPh3)4 (60 mg) in DMF (2 mL) were added [(4-isobutylphenyl)ethynyl](trimethyl)silane (288 mg) and 5-fluoro-3-formyl-2H-chromen-7-yl trifluoromethanesulfonate (340 mg) at room temperature, followed by stirring at 80° C. for 12 hours. The reaction liquid was concentrated and the residue was purified by silica gel column chromatography (CHCl3) to obtain 5-fluoro-7-[(4-isobutylphenyl)ethynyl]-2H-chromene-3-carbaldehyde (83 mg) as a yellow solid.

후처리

  1. customThe reaction liquid
  2. concentrationwas concentrated
  3. customthe residue was purified by silica gel column chromatography (CHCl3)

출처 및 근거

ORD 기록
ord-2d1d4fcb25d646269e27f1f81a42f442
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193378B2

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