Reaktion #610734

Reaktionsgleichung

1-(4-bromo-phenylsulfanyl)-propan-2-one

hexane

→

product

Ausbeute 66.0%

5-Bromo-3-methyl-benzo[b]thiophene

Ausbeute 66.0%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was cooled to room temperature
2. 2
   Sonstigequenched with ice
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   EinengenThe organic layer was concentrated
5. 5
   Sonstigeto yield the crude product
6. 6
   SonstigePurification by column chromatography on silica gel (100% hexane)

Vorschrift

Polyphosphoric acid (7 g) was added to a solution of 1-(4-bromo-phenylsulfanyl)-propan-2-one (I-24a: 2.0 g, 8.163 mmol) in toluene (10 mL) and the resulting mixture was heated to 100° C. for 5 hours. The reaction was monitored by TLC (100% hexane). The reaction mixture was cooled to room temperature, quenched with ice, basified with potassium carbonate (pH˜8) and extracted with ethyl acetate. The organic layer was concentrated to yield the crude product. Purification by column chromatography on silica gel (100% hexane) afforded 1.2 g of product (66% yield)

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