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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1843957Erstellt: 27. Oktober 2026

Ethyl Acetate → Methyl 5-fluoro-1-benzothiophene-2-carboxylate

https://huagongshe.com/reaction/1843957

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktMethyl ThioglycolateHCID 16907—
Edukt2,5-DifluorobenzaldehydeHCID 137663—
LösungsmittelAcetonitrileHCID 6342—
LösungsmittelHexaneHCID 8058—
ProduktMethyl 5-fluoro-1-benzothiophene-2-carboxylateHCID 2247384733,89%

Reaktionsschritte

TEA (3.705 g, 36.619 mmol) was added to a solution of methyl 2-mercaptoacetate (3.293 g, 30.985 mmol) in CH3CN (12.5 mL). This was followed by the addition of 2,5-difluorobenzaldehyde (4 g, 28.169 mmol) in CH3CN (12.5 mL) and the resulting reaction mass was refluxed overnight under nitrogen atmosphere. The reaction was monitored by TLC (5% ethyl acetate in hexane). The reaction mass was concentrated under reduced pressure to obtain the crude product. Purification by column chromatography on silica gel (15% ethyl acetate in hexane) afforded 2 g of the product (33.89% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08946260B2
Quelldatensatzuspto-grants-2015_02
ORD IDord-5e0a56d21a124533abfb1ce61d0ba034
Quellennotizuspto-grants-2015_02