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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 133499Erstellt: 25. Oktober 2026

1,1,1-Trifluoro-2,4-pentanedione → 2,2,2-Trifluoro-1-[4-(4-methoxy-phenyl)-2-methyl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-b]pyridin-3-yl)-ethanone

https://huagongshe.com/reaction/133499

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,1,1-Trifluoro-2,4-pentanedioneHCID 73943—
Edukt3-(4-Methoxybenzoyl)-4,5,6,7-tetrahydro-1-benzothiophen-2-amineHCID 759066—
KatalysatorSulfuric AcidHCID 1118—
LösungsmittelAcetic AcidHCID 176—
Produkt2,2,2-Trifluoro-1-[4-(4-methoxy-phenyl)-2-methyl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-b]pyridin-3-yl)-ethanoneHCID 1164711526,1%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

To a stirred solution of 50 mg (0.17 mmol) (2-amino-4,5,6,7-tetrahydro-benzo[b]thiophen-3-yl)-(4-methoxy-phenyl)-methanone in 1.5 ml acetic acid was added 0.021 ml (0.18 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 9:1) afforded 18 mg (25%) 2,2,2-trifluoro-1-[4-(4-methoxy-phenyl)-2-methyl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-b]pyridin-3-yl)-ethanone as a yellow oil. ES-MS m/e (%): 406 (M+H+, 100).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07390903B2
Quelldatensatzuspto-grants-2008_06
ORD IDord-8b256792afa8407d83a51f4a6e04542c
Quellennotizuspto-grants-2008_06