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

HRID 31846

반응식

HRID 31846 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-680c55eea424449eb93b061849d47654
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425557B2

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