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

HRID 612438노트

반응식

HRID 612438 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 and 140 mg of bistriphenyl phosphine palladium choride and 2.3 of 1-hexyne were added to a solution of 4.4 g of 2-iodo aniline in 100 ml of triethylamine and the mixture was stirred for 15 hours at ambient temperature, then evaporated to dryness. The residue was taken up in ether and the insoluble part was filtered out, wash 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. customevaporated to dryness
  2. filtrationthe insoluble part was filtered out
  3. washwash 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-7dbfd8fe317d4580a65e0117eabea4e4
출처 데이터셋
uspto-grants-1999_12
특허 번호
US06004979

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