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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 29370Erstellt: 24. Oktober 2026

1,2-Dimethoxyethane → 4-Furan-3-yl-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester

https://huagongshe.com/de/reaction/29370

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DimethoxyethaneHCID 8071—
EduktPotassium CarbonateHCID 11430—
EduktFuran-3-boronic acidHCID 2734358—
Edukt3-Methyl-4-trifluoromethanesulfonyloxy-benzofuran-2-carboxylic acid tert-butyl esterHCID 86599030—
LösungsmittelWaterHCID 962—
Produkt4-Furan-3-yl-3-methyl-benzofuran-2-carboxylic acid tert-butyl esterHCID 6871651368,4%

Reaktionsbedingungen

Temperatur85 °C

Reaktionsschritte

3-Methyl-4-trifluoromethanesulfonyloxy-benzofuran-2-carboxylic acid tert-butyl ester (285 mg, 0.75 mmol) was mixed with K2CO3 (207 mg, 2.2 eq), furan-3-boronic acid (101 mg, 1.2 eq), Pd(Ph3)4 (43 mg, 0.05 eq), 3 mL of 1,2-dimethoxyethane and 0.5 mL of water. The mixture was heated and stirred in a 85° C. oil bath for 2 h. The reaction mixture was poured into water and was extracted with ethyl acetate. The organic extract was washed with water and dried over sodium sulfate. Removal of the solvent in vacuo gave the crude product, which was purified by column chromatography to give 153 mg of 4-furan-3-yl-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester, obtained as white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07420001B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-192bf958dc894ec9b93651037a8bedf4
Quellennotizuspto-grants-2008_09