Trimethylsilylacetylene → Benzenamine, N,N-dibutyl-4-[(trimethylsilyl)ethynyl]-

HRID 2369631노트

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HRID 2369631 반응식
I[C:2]1[CH:16]=[CH:15][C:5]([N:6]([CH2:11][CH2:12][CH2:13][CH3:14])[CH2:7][CH2:8][CH2:9][CH3:10])=[CH:4][CH:3]=1.[CH3:17][Si:18]([C:21]#[CH:22])([CH3:20])[CH3:19]>CCN(CC)CC.C1C=CC=CC=1.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH3:17][Si:18]([C:21]#[C:22][C:2]1[CH:16]=[CH:15][C:5]([N:6]([CH2:11][CH2:12][CH2:13][CH3:14])[CH2:7][CH2:8][CH2:9][CH3:10])=[CH:4][CH:3]=1)([CH3:20])[CH3:19]

참가 물질

6

반응물 2

HCID 66111TrimethylsilylacetyleneHCID 13169159N,N-Dibutyl-4-iodoaniline

생성물 1

HCID 12079525Benzenamine, N,N-dibutyl-4-[(trimethylsilyl)ethynyl]-수율 82.2%

시약·촉매·용매 3

HCID 178418476HCID 178418476, 화합물촉매HCID 241Benzene용매HCID 8471Triethylamine용매

실험 절차

Cuprous iodide (23 mg, 1 mol %) was added to 4-iodo-N,N-dibutylaniline (4 g, 12.1 mmol), trimethylsilylacetylene (2.37 g, 24.2 mmol) and Pd(PPh3)2Cl2 (84 mg, 1 mol %) in dry Et3N (40 mL) under nitrogen. The resulting solution was stirred at room temperature for 16 h, diluted with benzene (50 mL), filtered and the solvent removed under reduced pressure. The residue was chromatographed on alumina using benzene as eluent. The solvent was removed under reduced pressure to give the title compound (3.0 g, 82%) as a pale yellow oil.

후처리

  1. filtrationfiltered
  2. customthe solvent removed under reduced pressure
  3. customThe residue was chromatographed on alumina
  4. customThe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-a0ff9380560945bba129be135c49328e
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08703978B2

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