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

HRID 398992ノート

反応式

HRID 398992 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 chloride and 2.3 ml 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, 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 of the desired product.

後処理

  1. customevaporated to dryness
  2. filtrationthe insoluble part was filtered out
  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-d0b856978e754253ae4b405c86b10e89
出典データセット
uspto-grants-1998_10
特許番号
US05817674

反応ノート

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