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

HRID 612438ノート

反応式

HRID 612438 の反応式
[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]

参加物

5

反応物 2

HCID 119952-IodoanilineHCID 127321-Hexyne

生成物 1

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

試薬・触媒・溶媒 2

HCID 83717Copper iodide触媒HCID 8471Triethylamine溶媒

実験手順

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.

後処理

  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))

出典と根拠

ORDレコード
ord-7dbfd8fe317d4580a65e0117eabea4e4
出典データセット
uspto-grants-1999_12
特許番号
US06004979

反応ノート

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