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

HRID 1837531

反応式

HRID 1837531 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-f323ca28428c4bb2907b98a8f7517818
出典データセット
uspto-grants-2004_08
特許番号
US06784184B2

関連ノート

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