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Sodium Carbonate → 2-(2,4-Dichlorophenyl)-6-chloro-3-nitropyridine

HRID 31846
ノート
印刷プレビュー

反応式

HRID 31846 の反応式
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:11])[N:3]=1.[Cl:12][C:13]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:14]=1B(O)O.C([O-])([O-])=O.[Na+].[Na+]>C1COCC1>[Cl:12][C:13]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:14]=1[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:11])[N:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 852392,6-Dichloro-3-nitropyridineHCID 2734659(2,4-Dichlorophenyl)boronic acid

生成物 1

HCID 221429302-(2,4-Dichlorophenyl)-6-chloro-3-nitropyridine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

1 mmol 2,6-dichloro-3-nitropyridine, 1.05 mmol of 2,4-dichlorobenzeneboronic acid, and 3 mmol of Na2CO3, were dissolved in 1.5 ml THF and 0.5 ml water and purged with nitrogen. 0.05 mmol of [1,1′-Bis(diphenylphosphino)-ferrocene]dichloro-palladium(II) was added to reaction and stirred at room temperature under nitrogen for fourteen hours. The reaction mixture was concentrated in vacuo and diluted with water and ethyl acetate. The solution was extracted three times with ethyl acetate, dried over sodium sulfate, and purified by column chromatography eluting with 10% ethylacetate 90% hexanes to obtain 2-(2,4-dichlorophenyl)-6-chloro-3-nitropyridine.

後処理

  1. custom0.5 ml water and purged with nitrogen
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. additiondiluted with water and ethyl acetate
  4. extractionThe solution was extracted three times with ethyl acetate
  5. dry with materialdried over sodium sulfate
  6. custompurified by column chromatography
  7. washeluting with 10% ethylacetate 90% hexanes

出典と根拠

ORDレコード
ord-680c55eea424449eb93b061849d47654
出典データセット
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07425557B2

反応ノート

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