Water → 2-Bromo-5-ethanesulfonyl-thiophene

HRID 646411Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 646411
[CH2:1]1COC[CH2:2]1.CO.[Br:8][C:9]1[S:10][C:11](SCC)=[CH:12][CH:13]=1.O.O[O:19][S:20]([O-:22])=O.[K+]>C(Cl)Cl>[Br:8][C:9]1[S:10][C:11]([S:20]([CH2:1][CH3:2])(=[O:22])=[O:19])=[CH:12][CH:13]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 21899815MeOH tetrahydrofuranHCID 220320792-Bromo-5-(ethylthio)thiopheneHCID 23707502Potassium hydroxy sulfite

Produkt 1

HCID 592646582-Bromo-5-ethanesulfonyl-thiophene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A 25 mL THF/MeOH (2:1) solution of 2-Bromo-5-ethylsulfanyl-thiophene (CAS 19991-60-7) is stirred at 0-10° C. while 8 mL H2O, then 3 equivalents of Oxone are added. The reaction mixture is stirred three hours at room temperature, then is diluted with CH2Cl2, filtered, washed with aq. NaHCO3 and brine, dried (Na2SO4) and concentrated in vacuo. The crude mixture is purified by silica gel column chromatography (gradient: 0-20% EtOAc/CH2Cl2) to give title intermediate that is confirmed by NMR.

Aufarbeitung

  1. filtrationfiltered
  2. washwashed with aq. NaHCO3 and brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated in vacuo
  5. customThe crude mixture is purified by silica gel column chromatography (gradient: 0-20% EtOAc/CH2Cl2)
  6. customto give title intermediate that

Quellen und Nachweise

ORD-Eintrag
ord-d1cabdcb221448c2bb76422091dc66d2
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07705025B2

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