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

HRID 35908ノート

反応式

HRID 35908 の反応式
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

参加物

3

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 24386Thionyl Chloride溶媒

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-61f4a4bfff074bdc917bff9aa4cbd98e
出典データセット
uspto-grants-1995_05
特許番号
US05411982

反応ノート

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