Water → 1-Bromo-4-(ethanesulfonyl)benzene

HRID 1438221노트

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HRID 1438221 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][CH3:10])=[CH:4][CH:3]=1.[Mn]([O-])(=O)(=O)=[O:12].[K+].[OH2:17]>C(O)(=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH2:9][CH3:10])(=[O:12])=[O:17])=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 516875Potassium PermanganateHCID 70066501-Bromo-4-(ethylthio)benzene

생성물 1

HCID 115723521-Bromo-4-(ethanesulfonyl)benzene

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
90 °C

실험 절차

1-Bromo-4-ethylsulfanyl-benzene (5.0 g) was dissolved in acetic acid and potassium permanganate as a 3% solution in water (8 mL) was added. The reaction mixture was heated to 90° C. for 3 hrs, after which time the reaction was cooled to room temperature and partitioned between ethyl acetate and 2N NaOH solution (500 m) each. The organics were separated and washed with water (100 mL), dried over sodium sulfate and purified on biotage eluting with 90:10 hexanes:ethyl acetate to afford the title compound as a clear oil (2.70 g). 1H NMR (300 MHz, CDCl3): δ 1.30 (t, J=7.85 Hz, 3H) 3.02 (q, J=7.54 Hz, 2H), 7.40 (m, 4H).

후처리

  1. temperatureafter which time the reaction was cooled to room temperature
  2. custompartitioned between ethyl acetate and 2N NaOH solution (500 m) each
  3. customThe organics were separated
  4. washwashed with water (100 mL)
  5. dry with materialdried over sodium sulfate
  6. custompurified on biotage
  7. washeluting with 90:10 hexanes

출처 및 근거

ORD 기록
ord-bf836d8e77584290b30cd92f44c83533
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07622605B2

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