Imidazole → 1,4-Dichloro-2-(5-iodopent-1-ynyl)benzene

HRID 395383

反応式

HRID 395383 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]#[C:10][CH2:11][CH2:12][CH2:13]O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N1C=CN=C1.[I:39]I>C(#N)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]#[C:10][CH2:11][CH2:12][CH2:13][I:39]

参加物

6

反応物 4

HCID 795ImidazoleHCID 807IodineHCID 11776TriphenylphosphineHCID 223207595-(2,5-Dichlorophenyl)pent-4-yn-1-ol

生成物 1

HCID 129889421,4-Dichloro-2-(5-iodopent-1-ynyl)benzene収率 72.5%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

5-(2,5-Dichlorophenyl)pent-4-yn-1-ol (13.7 g, 59.8 mmol), triphenylphosphine (20.4 g, 77.8 mmol), and imidazole (5.71 g, 83.8 mmol) in a mixed solvent (100 ml acetonitrile-150 ml ether) was stirred under nitrogen at 0° C., and to this was slowly added iodine (21.3 g, 83.8 mmol). The solution was allowed to warm to room temperature and stirring was continued for 18 hours. This was chromatographed on silica gel with hexane to give the title compound (14.7 g, 72%), MS m/z 337.9 (M−H calcd. for C11H9Cl2I=338.0).

後処理

  1. customThis was chromatographed on silica gel with hexane

出典と根拠

ORDレコード
ord-6749d3ecd3f24a1ebce3e3d2ad31d8e4
出典データセット
uspto-grants-2003_08
特許番号
US06605628B1

関連ノート

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