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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 133494Erstellt: 25. Oktober 2026

1,1,1-Trifluoro-2,4-pentanedione → 2,2,2-trifluoro-1-(2-methyl-4-phenyl-6,7-dihydro-5H-cyclopenta[4,5]thieno [2,3-b]pyridin-3-yl)-ethanone

https://huagongshe.com/reaction/133494

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,1,1-Trifluoro-2,4-pentanedioneHCID 73943—
Edukt3-benzoyl-4H,5H,6H-cyclopenta[b]thiophen-2-amineHCID 14241840—
KatalysatorSulfuric AcidHCID 1118—
LösungsmittelAcetic AcidHCID 176—
Produkt2,2,2-trifluoro-1-(2-methyl-4-phenyl-6,7-dihydro-5H-cyclopenta[4,5]thieno [2,3-b]pyridin-3-yl)-ethanoneHCID 1155956727,7%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

To a stirred solution of 50 mg (0.20 mmol) (2-amino-5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)-phenyl-methanone (the preparation of which is described in example 2) in 2 ml acetic acid was added 0.026 ml (0.20 mmol) of 1,1,1-trifluoro-pentane-2,4-dione and one drop of sulfuric acid. The mixture was then stirred at 100° C. for 10 minutes in a microwave and then concentrated in vacuo. Flash chromatography (heptane/ethyl acetate 20:1) afforded 20 mg (27%) 2,2,2-trifluoro-1-(2-methyl-4-phenyl-6,7-dihydro-5H-cyclopenta[4,5]thieno [2,3-b]pyridin-3-yl)-ethanone as an orange oil. ES-MS m/e (%): 362 (M+H+, 100).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07390903B2
Quelldatensatzuspto-grants-2008_06
ORD IDord-b0c61d34aa6d43c4b65b0d418920f286
Quellennotizuspto-grants-2008_06