Benzo(B)Thiophene → Benzothiophene 1,1-dioxide

HRID 554245

반응식

HRID 554245 반응식
S1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[CH:2]1.ClC1C=CC=C(C(OO)=O)C=1.[S:21]([O-:25])([O-])(=[O:23])=S.[Na+].[Na+]>O1CCCC1>[S:21]1(=[O:25])(=[O:23])[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[CH:2]1

참가 물질

5

반응물 3

HCID 7221Benzo(B)ThiopheneHCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acid

생성물 1

HCID 69997Benzothiophene 1,1-dioxide수율 74%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution (120 mL) of 1-benzothiophene (11.2 g) in tetrahydrofuran was added m-chloroperbenzoic acid (70% containing, 43.1 g) at 0° C. and the mixture was stirred at the same temperature for 1 hr, further stirred at room temperature for 1 hr. An aqueous sodium thiosulfate solution (50 mL) was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with 1 mol/L aqueous sodium hydroxide solution, saturated aqueous sodium hydrogencarbonate solution, water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate to give the title compound as a white solid (yield 10.3 g, 74%).

후처리

  1. stirringfurther stirred at room temperature for 1 hr
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe extract was washed with 1 mol/L aqueous sodium hydroxide solution, saturated aqueous sodium hydrogencarbonate solution, water and saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-db8730c61b4b4fd5ad163a8fece09495
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08048909B2

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