Nitric Acid → HCID 21876463、化合物

HRID 2077794ノート

反応式

HRID 2077794 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[S:9]([CH3:12])(=O)=[O:10].S(=O)(=O)(O)O.[N+:18]([O-])([OH:20])=[O:19].[OH-].[Na+]>>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([N+:18]([O-:20])=[O:19])=[CH:4][C:3]=1[S:9]([CH3:12])=[O:10]

参加物

5

反応物 4

HCID 944Nitric AcidHCID 1118Sulfuric Acid2 回HCID 14798Sodium HydroxideHCID 158897Benzene, 2,4-dichloro-1-(methylsulfonyl)-

生成物 1

HCID 21876463HCID 21876463、化合物収率 74%

反応条件

温度
55 °C

実験手順

A mixture of (2,4-dichloro-phenyl)-methyl sulfone (Ono Mitsunori, Nakamura Yoshisada, Sato Shingo, Itoh Isamu, Chem. Lett, 1988, 395-398.; 3.33 g, 16 mmol) and sulfuric acid (conc, 14 ml) was added a mixture of sulfuric acid (4 ml) and nitric acid (fuming, 2 ml) dropwise under ice-water bath. The mixture was stirred at 55° C. for 1 h. The mixture was poured onto ice-water and neutralized with 6N aqueous NaOH and then extracted with dichloromethane. The organic layer was washed with brine and dried (Na2SO4). The solvent was removed under reduced pressure and the residue was purified by flash chromatography eluting with hexane/ethyl acetate (2:1/1:1) to give 3 g (74%) of the title compound as white solids.

後処理

  1. additionwas added
  2. extractionextracted with dichloromethane
  3. washThe organic layer was washed with brine
  4. dry with materialdried (Na2SO4)
  5. customThe solvent was removed under reduced pressure
  6. customthe residue was purified by flash chromatography
  7. washeluting with hexane/ethyl acetate (2:1/1:1)

出典と根拠

ORDレコード
ord-edc4e4b3fe2749c9a701bcf5f1efd7eb
出典データセット
uspto-grants-2011_04
特許番号
US07928119B2

反応ノート

読み込み中…