Hydrogen Peroxide → 1-(p-Chlorophenylsulfinyl)-3-chloropropane

HRID 1614615노트

반응식

HRID 1614615 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][CH2:10][CH2:11][Cl:12])=[CH:4][CH:3]=1.OO.S(=O)(=O)(O)[OH:16]>CC(C)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([CH2:9][CH2:10][CH2:11][Cl:12])=[O:16])=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 2235371-Chloro-4-[(3-chloropropyl)sulfanyl]benzene

생성물 1

HCID 197720711-(p-Chlorophenylsulfinyl)-3-chloropropane

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a stirred solution of 206.76 g (0.44 mol) of 1-chloro-4-[(3-chloropropyl)thio]benzene (J.A.C.S. 82, 2505, 1960) and 111.50 g of 30% H2O2 (0.98 mol) in 1 L of acetone chilled in a dry ice acetone bath was added 90 mL of concentrated sulfuric acid. The ice bath was removed and the mixture stirred at ambient temperature for 16 hr. The mixture was diluted with 1 L of water and extracted with two 500 mL portions of CH2Cl2. The extracts were dried (MgSO4) and concentrated separately and the residual material from both extractions shown to be a mixture of product and starting material. The impure product was chromatographed on Florisil (4×75 cm) using petroleum ether-chloroform for elution. The yield was 50.36 g.

후처리

  1. customThe ice bath was removed
  2. additionThe mixture was diluted with 1 L of water
  3. extractionextracted with two 500 mL portions of CH2Cl2
  4. dry with materialThe extracts were dried (MgSO4)
  5. concentrationconcentrated separately
  6. extractionthe residual material from both extractions
  7. additiona mixture of product
  8. customThe impure product was chromatographed on Florisil (4×75 cm)
  9. washfor elution

출처 및 근거

ORD 기록
ord-df6d1b4553ce4dfea6350db640d831a8
출처 데이터셋
uspto-grants-1993_03
특허 번호
US05198449

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