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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 133506Erstellt: 26. Oktober 2026

1,1,1-Trifluoro-2,4-pentanedione → 2,2,2-Trifluoro-1-(2-methyl-4-phenyl-benzo[4,5]thieno[2,3-b]pyridin-3-yl)-ethanone

https://huagongshe.com/reaction/133506

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,1,1-Trifluoro-2,4-pentanedioneHCID 73943—
Edukt(2-Amino-benzo[b]thiophen-3-yl)-phenyl-methanoneHCID 68896066—
KatalysatorSulfuric AcidHCID 1118—
LösungsmittelAcetic AcidHCID 176—
Produkt2,2,2-Trifluoro-1-(2-methyl-4-phenyl-benzo[4,5]thieno[2,3-b]pyridin-3-yl)-ethanoneHCID 1166785017%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

To a stirred solution of 32 mg (0.13 mmol) (2-amino-benzo[b]thiophen-3-yl)-phenyl-methanone (the preparation of which is described in example 11) in 2 ml acetic acid was added 0.016 ml (0.13 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 8 mg (17%) 2,2,2-trifluoro-1-(2-methyl-4-phenyl-benzo[4,5]thieno[2,3-b]pyridin-3-yl)-ethanone as a light yellow solid. ES-MS m/e (%): 372 (M+H+, 100).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07390903B2
Quelldatensatzuspto-grants-2008_06
ORD IDord-2b1439634a864ceba4709def4d355351
Quellennotizuspto-grants-2008_06