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

HRID 1582954ノート

反応式

HRID 1582954 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 In the manner described in Example 30, above, the following alcohols in Table III were converted to the corresponding bromides:

後処理

  1. customThis was chromatographed on silica gel with hexane

出典と根拠

ORDレコード
ord-d58c9f81ad114ae2b90dbe6f42048d1a
出典データセット
uspto-grants-2004_05
特許番号
US06740675B2

反応ノート

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