Water → 4-Bromo-2-fluorobenzene-1-thiol

HRID 16078Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 16078
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Br:20][C:21]1[CH:26]=[CH:25][C:24]([S:27](Cl)(=O)=O)=[C:23]([F:31])[CH:22]=1.O>C1COCC1>[Br:20][C:21]1[CH:26]=[CH:25][C:24]([SH:27])=[C:23]([F:31])[CH:22]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 11776TriphenylphosphineHCID 27363104-Bromo-2-fluorobenzene-1-sulfonyl chloride

Produkt 1

HCID 225069554-Bromo-2-fluorobenzene-1-thiolAusbeute 92,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

Triphenylphosphine was added portionwise to a solution of 4-bromo-2-fluorobenzenesulfonyl chloride (8.44 g) in THF (30 ml) at 0° C. After 15 min water was added and the colourless solution was stirred at 20° C. for 18 h. The solvent was removed in vacuo, the residues dissolved in DCM and extracted with 2M sodium hydroxide (twice). The aqueous layers were washed with DCM, combined, acidified (4M HCl) and extracted with ethyl acetate (thrice). These organic extracts were dried (MgSO4) and evaporated to give the sub-title compound (5.89 g).

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residues dissolved in DCM
  3. extractionextracted with 2M sodium hydroxide (twice)
  4. washThe aqueous layers were washed with DCM
  5. extractionextracted with ethyl acetate (thrice)
  6. dry with materialThese organic extracts were dried (MgSO4)
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-e9a70226abf14d40b5da6d0b8f80ee6a
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737135B2

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