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4-Chlorophenol → HCID 19979379, 화합물

HRID 1461763
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HRID 1461763 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 46844-ChlorophenolHCID 5234Sodium ChlorideHCID 11430Potassium CarbonateHCID 19979377HCID 19979377, 화합물

생성물 1

HCID 19979379HCID 19979379, 화합물

시약·촉매·용매 3

HCID 679Dimethyl Sulfoxide용매2회
HCID 962
Water
용매
HCID 1140Toluene용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-ca3fe4f00e26488f81eae6f297fa5b07
출처 데이터셋
uspto-grants-1991_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05077304

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