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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2106793Erstellt: 25. Oktober 2026

Sodium Cyanide → Benzofuran-2-carboxylic acid, 5-cyanomethyl-, ethyl ester

https://huagongshe.com/reaction/2106793

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CyanideHCID 8929—
EduktEthyl 5-(chloromethyl)-1-benzofuran-2-carboxylateHCID 13322225—
LösungsmittelDimethylformamideHCID 6228—
ProduktBenzofuran-2-carboxylic acid, 5-cyanomethyl-, ethyl esterHCID 61526190%

Reaktionsschritte

The starting material can be prepared as follows: By the reaction of ethyl 5-chloromethylbenzo[b]furan-2-carboxylate (Chem. Abstr., 1959, 3185d) with excess sodium cyanide in dimethylformamide there is obtained, in a yield of 90% of theory, ethyl 5-cyanomethylbenzo[b]furan-2-carboxylate (m.p. 74°-76° C. after recrystallisation from ethyl acetate) which is hydrogenated in the presence of platinum oxide to give ethyl 5-(2-aminoethyl)-benzo[b]furan-2-carboxylate. From an ethanolic solution thereof, with an ethereal solution of hydrogen chloride there can be precipitated out the hydrochloride; m.p. 188°-190° C.; yield 64% of theory.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04931462
Quelldatensatzuspto-grants-1990_06
ORD IDord-cfe8fea7ba374b2e88bce6f23cc364b5
Quellennotizuspto-grants-1990_06