m-Chloroperbenzoic acid → 1-Nitro-3-[(propan-2-ylsulfonyl)methyl]benzene

HRID 514702ノート

反応式

HRID 514702 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10]SC(C)C)[CH:5]=1)([O-:3])=[O:2].Cl[C:16]1[CH:21]=CC=C(C(OO)=O)[CH:17]=1.[S:26]([O-:29])(O)=[O:27].[Na+]>C(Cl)Cl.C(=O)(O)[O-].[Na+]>[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][S:26]([CH:16]([CH3:21])[CH3:17])(=[O:29])=[O:27])[CH:5]=1)([O-:3])=[O:2]

参加物

6

反応物 3

HCID 70297m-Chloroperbenzoic acidHCID 23665763Sodium BisulfiteHCID 709764371-Nitro-3-[(propan-2-ylsulfanyl)methyl]benzene

生成物 1

HCID 225020781-Nitro-3-[(propan-2-ylsulfonyl)methyl]benzene

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒2 回HCID 516892Sodium Bicarbonate溶媒

反応条件

温度
0 °C

実験手順

A solution of 1-nitro-3-[(propan-2-ylsulfanyl)methyl]benzene (4.0 g) in DCM (160 mL) was treated at 0° C. with portions of m-chloroperbenzoic acid (9.3 g, 77%). The mixture was stirred at 0° C. for further 30 minutes and then 18 hours at room temperature. The reaction mixture was diluted with DCM before sodium hydrogen sulfite and sodium bicarbonate solution was added and extracted with DCM (2×). The combined organic phases were washed and concentrated. The residue was purified by chromatography (hexane/ethyl acetate 12%-100%) to give the title compound (4.5 g).

後処理

  1. custom18 hours
  2. customat room temperature
  3. additionwas added
  4. extractionextracted with DCM (2×)
  5. washThe combined organic phases were washed
  6. concentrationconcentrated
  7. customThe residue was purified by chromatography (hexane/ethyl acetate 12%-100%)

出典と根拠

ORDレコード
ord-7b14bccc2ec14df88c74b110fb8359d7
出典データセット
uspto-grants-2015_08
特許番号
US09108926B2

反応ノート

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