2-Iodoaniline → 2-(Hex-1-yn-1-yl)aniline

HRID 1602940노트

반응식

HRID 1602940 반응식
[CH:1]#[C:2][CH2:3][CH2:4][CH2:5][CH3:6].I[C:8]1[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=1[NH2:10]>C(N(CC)CC)C.[Cu](I)I.[Pd](Cl)Cl.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[C:1]([C:8]1[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=1[NH2:10])#[C:2][CH2:3][CH2:4][CH2:5][CH3:6]

참가 물질

6

반응물 2

HCID 119952-IodoanilineHCID 127321-Hexyne

생성물 1

HCID 107973102-(Hex-1-yn-1-yl)aniline

시약·촉매·용매 3

HCID 83717Copper iodide촉매HCID 6102075Dichlorobis(triphenylphosphine)palladium촉매HCID 8471Triethylamine용매

실험 절차

32 mg of copper iodide and 140 mg of bis(triphenylphosphine) palladium chloride, then 2.3 ml of 1-hexyne were added to a solution of 4.4 g of 2-iodoaniline in 100 ml of triethylamine and the mixture was stirred for 15 hours at ambient temperature. After evaporation to dryness, the residue was taken up in ether and the insoluble part was filtered out and washed with ether. The filtrate was evaporated to dryness and the residue was chromatographed on silica (eluant: hexane-ethyl acetate (9-1)) to obtain 3.27 g of the desired product.

후처리

  1. customAfter evaporation to dryness
  2. filtrationthe insoluble part was filtered out
  3. washwashed with ether
  4. customThe filtrate was evaporated to dryness
  5. customthe residue was chromatographed on silica (eluant: hexane-ethyl acetate (9-1))

출처 및 근거

ORD 기록
ord-5d92b460abfa4dcf9adac400e341dac0
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05985894

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