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

HRID 395383

반응식

HRID 395383 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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).

후처리

  1. customThis was chromatographed on silica gel with hexane

출처 및 근거

ORD 기록
ord-6749d3ecd3f24a1ebce3e3d2ad31d8e4
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06605628B1

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