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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 270659Erstellt: 26. Oktober 2026

6,7-dihydro-4H-thieno[3,2-c]pyran → 2-(2-Bromoethyl)-3-(bromomethyl)thiophene

https://huagongshe.com/reaction/270659

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt6,7-dihydro-4H-thieno[3,2-c]pyranHCID 11469118—
EduktTriphenylphosphane dibromideHCID 12890784—
LösungsmittelAcetonitrileHCID 6342—
Produkt2-(2-Bromoethyl)-3-(bromomethyl)thiopheneHCID 6931172281,5%

Reaktionsschritte

To a solution of 9.5 g of triphenylphosphine dibromide dissolved in 50 mL of acetonitrile, 2 g of 6,7-dihydro-4H-thieno[3,2-c]pyrane obtained in Example 14 was added, and the resulting mixture was refluxed for 8 hours. The reaction product solution was concentrated by evaporation under reduced pressure. To the residue, 5 mL of ethyl acetate and then 15 mL of n-hexane were added. The resulting mixture was stirred for 1 hour at room temperature and 2 hours at below 5° C., filtered, and concentrated under reduced pressure. The residue was subjected to a silica gel column chromatography (eluent, n-hexane:ethyl acetate=10:1) to obtain 3.3 g (yield of 80%) of the title compound as a yellowish oil, of which analysis data were the same as obtained in Example 7.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07449580B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-0290745d991240f6b8b001632ca5e50e
Quellennotizuspto-grants-2008_11