Thionyl Chloride → HCID 178509688、化合物

HRID 846087ノート

反応式

HRID 846087 の反応式
O[C:2]1([CH:8]([C:14]2[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=2)[C:9]2[N:10]=[N:11][NH:12][CH:13]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.S(Cl)(Cl)=O>ClCCl>[C:2]1(=[C:8]([C:14]2[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=2)[C:9]2[N:10]=[N:11][NH:12][CH:13]=2)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 178509702HCID 178509702、化合物

生成物 1

HCID 178509688HCID 178509688、化合物収率 36.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

7.6 g of crude 4-[1-hydroxycyclohex-1-yl-1-(1,2,3-triazolyl)methyl]benzonitrile is dissolved at 0° in 50 ml of dichloromethane and stirred at 0° for 1 hour with 22.7 ml of thionyl chloride. Then the mixture is concentrated to dryness under vacuum, dissolved in 50 ml of dichloromethane, stirred with 30 ml of triethylamine for 2 hours, diluted with water, extracted three times with ethyl acetate, washed with water, dried over sodium sulfate, concentrated to dryness under vacuum, and chromatographed on silica gel with hexane/ethyl acetate, thus obtaining 2.6 g of 4-[1-cyclohexylidene-1-(1,2,3-triazolyl)methyl]benzonitrile as the free base. 132-133° C.

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 three times with ethyl acetate
  5. washwashed with water
  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-511b6afe65df4f54bc617d8761805b41
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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