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

HRID 859641Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 859641
[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

Komponenten

5

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

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).

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-bfac174b7ee4466aa1bfe13907fbb61e
Quelldatensatz
uspto-grants-2006_12
Patentnummer
US07151105B2

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