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

HRID 1110118노트

반응식

HRID 1110118 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>[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

5

반응물 2

HCID 119952-IodoanilineHCID 127321-Hexyne

생성물 1

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

시약·촉매·용매 2

HCID 83717Copper iodide촉매HCID 8471Triethylamine용매

실험 절차

32 mg of copper iodide, 140 mg of bistriphenyl phosphine palladium chloride and then 2.3 ml of 1-hexyne were added to a solution of 4.4 g of 2-iodo aniline in 100 ml of triethylamine. The mixture was stirred for 15 hours at ambient temperature, followed by evaporating to dryness and taking up in ether. The insoluble part was filtered off, washed with ether and the ethereal fractions were evaporated to dryness. The residue was chromatographed on silica (eluant: hexane - ethyl acetate (9-1)) to obtain 3.27 g of the desired product.

후처리

  1. customby evaporating to dryness
  2. filtrationThe insoluble part was filtered off
  3. washwashed with ether
  4. customthe ethereal fractions were evaporated to dryness
  5. customThe residue was chromatographed on silica (eluant: hexane - ethyl acetate (9-1))

출처 및 근거

ORD 기록
ord-cc4c0782514b4158a4812dae9b8defca
출처 데이터셋
uspto-grants-1994_06
특허 번호
US05324839

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