4-[1-Hydroxycyclopent-1-yl-1-(imidazolyl)methyl]benzonitrile → 4-[1-Cyclopentylidene-1(imidazolyl)methyl]benzonitrile

HRID 846073노트

반응식

HRID 846073 반응식
O[C:2]1([CH:7]([C:13]2[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][CH:14]=2)[C:8]2[NH:9][CH:10]=[CH:11][N:12]=2)[CH2:6][CH2:5][CH2:4][CH2:3]1>S(Cl)(Cl)=O>[C:2]1(=[C:7]([C:13]2[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][CH:14]=2)[C:8]2[NH:9][CH:10]=[CH:11][N:12]=2)[CH2:3][CH2:4][CH2:5][CH2:6]1

참가 물질

3

반응물 1

HCID 544681894-[1-Hydroxycyclopent-1-yl-1-(imidazolyl)methyl]benzonitrile

생성물 1

HCID 542154114-[1-Cyclopentylidene-1(imidazolyl)methyl]benzonitrile수율 48.2%

시약·촉매·용매 1

HCID 24386Thionyl Chloride용매

실험 절차

6.9 g of crude 4-[1-hydroxycyclopent-1-yl-1-(imidazolyl)methyl]benzonitrile is refluxed in 82 ml of thionyl chloride to 0.5 hour. Then the mixture is concentrated to dryness under vacuum, combined with 2N sodium hydroxide solution, extracted with dichloromethane, dried over sodium sulfate, concentrated to dryness under vacuum, and chromatographed on silica gel with hexane/ethyl acetate, thus producing 3.1 g of 4-[1-cyclopentylidene-1(imidazolyl)methyl]benzonitrile as the free base, mp 108-110°.

후처리

  1. concentrationThen the mixture is concentrated to dryness under vacuum
  2. extractionextracted with dichloromethane
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated to dryness under vacuum
  5. customchromatographed on silica gel with hexane/ethyl acetate

출처 및 근거

ORD 기록
ord-626f2dc96c654f309b06116c687d21e0
출처 데이터셋
uspto-grants-1992_08
특허 번호
US05135937

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