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

HRID 1110118ノート

反応式

HRID 1110118 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, 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.

後処理

  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))

出典と根拠

ORDレコード
ord-cc4c0782514b4158a4812dae9b8defca
出典データセット
uspto-grants-1994_06
特許番号
US05324839

反応ノート

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