Thionyl Chloride → HCID 178509687、化合物

HRID 846080ノート

反応式

HRID 846080 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[N:12]=[CH:11][NH:10][N:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3]1.S(Cl)(Cl)=O>ClCCl>[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[N:12]=[CH:11][NH:10][N:9]=2)[CH2:3][CH2:4][CH2:5][CH2:6]1

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 178509718HCID 178509718、化合物

生成物 1

HCID 178509687HCID 178509687、化合物収率 31.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

7.21 g of crude 4-[1-hydroxycyclopent-1-yl-1-(1,2,4-triazolyl)methyl]benzonitrile is dissolved in 50 ml of dichloromethane at 0° and stirred at 0° with 24 ml of thionyl chloride for 1 hour. Then the mixture is concentrated to dryness under vacuum, dissolved in 50 ml of dichloromethane, stirred for 2 hours with 32 ml of triethylamine, diluted with water, extracted four times with ethyl acetate, washed with sodium chloride solution, dried over sodium sulfate, concentrated to dryness under vacuum, and chromatographed on silica gel with hexane/ethyl acetate, thus obtaining 2.1 g of 4-[1-cyclopentylidene-1-(1,2,4triazolyl)methyl]benzonitrile as the free base, mp 72°.

後処理

  1. concentrationThen the mixture is concentrated to dryness under vacuum
  2. dissolutiondissolved in 50 ml of dichloromethane
  3. additiondiluted with water
  4. extractionextracted four times with ethyl acetate
  5. washwashed with sodium chloride solution
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated to dryness under vacuum
  8. customchromatographed on silica gel with hexane/ethyl acetate

出典と根拠

ORDレコード
ord-620ec205623e4e77a22824447a891f7d
出典データセット
uspto-grants-1992_08
特許番号
US05135937

反応ノート

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