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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 30198Erstellt: 24. Oktober 2026

Acetic Acid → 4-Cyano-tetrahydro thiophene-3-carboxylic acid methyl ester

https://huagongshe.com/de/reaction/30198

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktPhosphoric AcidHCID 1004—
EduktPotassium CyanideHCID 9032—
Edukt3-Thiophenecarboxylic acid, tetrahydro-4-oxo-, methyl esterHCID 98424—
LösungsmittelMethanolHCID 887—
LösungsmittelWaterHCID 962—
LösungsmittelSodium chloride; waterHCID 57417360—
Produkt4-Cyano-tetrahydro thiophene-3-carboxylic acid methyl esterHCID 6883809875%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a solution of 4-oxotetrahydro thiophene-3-carboxylic acid methyl ester (4 g, 25 mmol) in methanol (7 ml), cooled at 0° C., a solution of potassium cyanide (1.68 g, 30 mmol) in water (10 ml) was added. The mixture was acidified with acetic acid (1.5 ml, 25 mmol) and stirred at 0° C. for 8 hours. Then the mixture was acidified with H3PO4 and diluted with brine (50 ml) and extracted with CH2Cl2 (4×30 ml). The organic layers were dried over sodium sulfate and concentrated to give 4-cyano-tetrahydro thiophene-3-carboxylic acid methyl ester in 75% yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07423057B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-c127cb7733094ef09bbaf4730a2d36ae
Quellennotizuspto-grants-2008_09