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4-Chlorophenol → HCID 19979379、化合物

HRID 1461763
ノート
印刷プレビュー

反応式

HRID 1461763 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Cl[C:16]1[N:21]=[C:20]([CH:22]([CH3:24])[CH3:23])[C:19]([N+:25]([O-:27])=[O:26])=[C:18]([CH:28]([CH3:30])[CH3:29])[CH:17]=1.[Cl-].[Na+]>CS(C)=O.C1(C)C=CC=CC=1.O>[CH:22]([C:20]1[C:19]([N+:25]([O-:27])=[O:26])=[C:18]([CH:28]([CH3:30])[CH3:29])[CH:17]=[C:16]([O:8][C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[N:21]=1)([CH3:24])[CH3:23]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 46844-ChlorophenolHCID 5234Sodium ChlorideHCID 11430Potassium CarbonateHCID 19979377HCID 19979377、化合物

生成物 1

HCID 19979379HCID 19979379、化合物

試薬・触媒・溶媒 3

HCID 679Dimethyl Sulfoxide溶媒2 回
HCID 962
Water
溶媒
HCID 1140Toluene溶媒

実験手順

0.77 g of 4-chlorophenol and 1.00 g of potassium carbonate are suspended in 6 ml of dimethyl sulfoxide and the suspension is heated for 1 hour at +60° C.; a solution of 1.46 g of 6-chloro-2,4-diisopropyl-3-nitropyridine in 4 ml of dimethyl sulfoxide is then added dropwise. When the addition is complete, the mixture is heated for 1 hour at +120° C. with vigorous stirring. After cooling, the reaction mixture is poured onto 100 ml of water and 50 ml of toluene and then saturated with sodium chloride. The resulting suspension is filtered over diatomaceous earth and the filtrate is extracted with toluene. The organic phase is dried over magnesium sulfate and the solvent is evaporated. The residue is purified by column chromatography on silica gel (eluant: ethyl acetate/hexane 1:30). 2,4-Diisopropyl-6-(4-chlorophenoxy)-3-nitropyridine is obtained in the form of a light-yellow crystalline powder, m.p. 102°-104° C.

後処理

  1. temperaturethe suspension is heated for 1 hour at +60° C.
  2. additionWhen the addition
  3. temperaturethe mixture is heated for 1 hour at +120° C. with vigorous stirring
  4. temperatureAfter cooling
  5. filtrationThe resulting suspension is filtered over diatomaceous earth
  6. extractionthe filtrate is extracted with toluene
  7. dry with materialThe organic phase is dried over magnesium sulfate
  8. customthe solvent is evaporated
  9. customThe residue is purified by column chromatography on silica gel (eluant: ethyl acetate/hexane 1:30)

出典と根拠

ORDレコード
ord-ca3fe4f00e26488f81eae6f297fa5b07
出典データセット
uspto-grants-1991_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05077304

反応ノート

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