Sulfuric Acid → 2-Chloro-8-nitroquinoline

HRID 513377ノート

反応式

HRID 513377 の反応式
OS(O)(=O)=O.[Cl:6][C:7]1[CH:16]=[CH:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=1.[N+:17]([O-])([O-:19])=[O:18].[K+]>>[Cl:6][C:7]1[CH:16]=[CH:15][C:14]2[C:9](=[C:10]([N+:17]([O-:19])=[O:18])[CH:11]=[CH:12][CH:13]=2)[N:8]=1

参加物

4

反応物 3

HCID 1118Sulfuric AcidHCID 119282-ChloroquinolineHCID 24434Potassium Nitrate

生成物 1

HCID 3194532-Chloro-8-nitroquinoline収率 38%

実験手順

Conc. H2SO4 was added slowly to 2-chloroquinoline (1.0 g, 6.13 mmol), followed by portionwise addition of potassium nitrate (800 mg, 7.97 mmol) at 0° C. The mixture was allowed to warm to room temperature overnight. After completion of the reaction (monitored by TLC and HPLCMS), the solution was poured slowly over ice, and the precipitate was extracted with EtOAc. The organic phase was washed with brine and concentrated in vacuo. The crude residue was purified by column chromatography with n-hexane/EtOAC (17:3) as the eluent to give the title compound (450 mg, 38%).

後処理

  1. customAfter completion of the reaction (monitored by TLC and HPLCMS)
  2. additionthe solution was poured slowly over ice
  3. extractionthe precipitate was extracted with EtOAc
  4. washThe organic phase was washed with brine
  5. concentrationconcentrated in vacuo
  6. customThe crude residue was purified by column chromatography with n-hexane/EtOAC (17:3) as the eluent

出典と根拠

ORDレコード
ord-01ce627fcee14f4580f50681be706bcc
出典データセット
uspto-grants-2015_08
特許番号
US09102688B2

反応ノート

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