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

HRID 859641ノート

反応式

HRID 859641 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 115723521-Bromo-4-(ethanesulfonyl)benzene

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
90 °C

実験手順

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, 3 H) 3.02 (q, J=7.54 Hz, 2 H), 7.40 (m, 4 H).

後処理

  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

出典と根拠

ORDレコード
ord-bfac174b7ee4466aa1bfe13907fbb61e
出典データセット
uspto-grants-2006_12
特許番号
US07151105B2

反応ノート

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