Chloroacetone → 1-((4-Bromophenyl)thio)propan-2-one

HRID 572395Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 572395
Cl[CH2:2][C:3](=[O:5])[CH3:4].C(=O)([O-])[O-].[K+].[K+].[Br:12][C:13]1[CH:18]=[CH:17][C:16]([SH:19])=[CH:15][CH:14]=1.CCCCCC>CN(C=O)C>[Br:12][C:13]1[CH:18]=[CH:17][C:16]([S:19][CH2:2][C:3](=[O:5])[CH3:4])=[CH:15][CH:14]=1

Komponenten

6

Edukt 4

HCID 6571ChloroacetoneHCID 8058HexaneHCID 11430Potassium CarbonateHCID 660494-Bromothiophenol

Produkt 1

HCID 8219021-((4-Bromophenyl)thio)propan-2-oneAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

1-Chloro-propan-2-one (1.0 g, 11.63 mmol) and potassium carbonate (2.9 g, 21.15 mmol) were added to a solution of 4-bromo-benzenethiol (2.0 g, 10.58 mmol) in DMF (5.0 mL) at 0° C. The resulting mixture was stirred at room temperature overnight. The reaction was monitored by TLC (100% hexane). The reaction mixture quenched with ice and extracted with ethyl acetate. The organic layer was dried over sodium sulfate and concentrated to yield the crude product. Purification by column chromatography on silica gel (2% methanol in chloroform) afforded 2.0 g of the product (80% yield).

Aufarbeitung

  1. customThe reaction mixture quenched with ice
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. concentrationconcentrated
  5. customto yield the crude product
  6. customPurification by column chromatography on silica gel (2% methanol in chloroform)

Quellen und Nachweise

ORD-Eintrag
ord-ea0b6b3c0ec14f70b3e891c699c873af
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09029399B2

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