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alpha-Chloro-m-nitrotoluene → 1-(Methanesulfonylmethyl)-3-nitrobenzene

HRID 1633949
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HRID 1633949 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH2:7]Cl)([O-:3])=[O:2].[CH3:12][S:13]([O-:15])=[O:14].[Na+]>CN(C=O)C>[CH3:12][S:13]([CH2:7][C:6]1[CH:9]=[CH:10][CH:11]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)(=[O:15])=[O:14]
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참가 물질

4

반응물 2

HCID 12078alpha-Chloro-m-nitrotolueneHCID 2733271Sodium methanesulfinate

생성물 1

HCID 179084331-(Methanesulfonylmethyl)-3-nitrobenzene수율 84.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

m-Nitrobenzyl chloride (4.21 g, 24.5 mmol) was dissolved in DMF (40 mL) and added sodium methanesulfinate (3.00 g, 29.4 mmol) and the resulting mixture was stirred at room temperature for 16 hours. After evaporation of the solvent in vacuo the residue was partitioned between water (100 mL) and ethyl acetate (100 mL). The aqueous phase was extracted with ethyl acetate (100 mL) and the combined organic phases were dried (MgSO4) and evaporated in vacuo to afford 4.45 g (84%) 1-methylsulfonylmethyl-3-nitrobenzene.

후처리

  1. customAfter evaporation of the solvent in vacuo the residue
  2. customwas partitioned between water (100 mL) and ethyl acetate (100 mL)
  3. extractionThe aqueous phase was extracted with ethyl acetate (100 mL)
  4. dry with materialthe combined organic phases were dried (MgSO4)
  5. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-252cde595219478eb372eacd67fc411e
출처 데이터셋
uspto-grants-2003_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06503949B1

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