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

HRID 514702노트

반응식

HRID 514702 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 516892Sodium Bicarbonate용매

반응 조건

온도
0 °C

실험 절차

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).

후처리

  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%)

출처 및 근거

ORD 기록
ord-7b14bccc2ec14df88c74b110fb8359d7
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09108926B2

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