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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 649036Erstellt: 25. Oktober 2026

Hydride → 1-(2-propynyl)-3-trifluoromethyl-1H-pyrrole-4-methanol

https://huagongshe.com/reaction/649036

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrideHCID 166653—
Eduktethyl 1-(2-propynyl)-3-trifluoromethyl-1H-pyrrole-4-carboxylateHCID 14370787—
EduktPotassium alloy, nonbase, K,NaHCID 16211683—
EduktAluminium lithium hydrideHCID 21226445—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
Produkt1-(2-propynyl)-3-trifluoromethyl-1H-pyrrole-4-methanolHCID 1437078854,6%

Reaktionsbedingungen

Temperatur20 °C

Reaktionsschritte

At 0° C., 1.95 g of lithium aluminium hydride were introduced in small portions into a solution of 12.6 g of ethyl 1-(2-propynyl)-3-trifluoromethyl-1H-pyrrole-4-carboxylate in 65 ml of tetrahydrofuran with stirring for 2 hours at 20° C. 10 ml of ethyl acetate were added to eliminate possible excess of hydride and the reaction mixture was poured into a saturated solution of sodium-potassium double tartrate. After extraction with ethyl acetate, the extracts were concentrated to dryness by distillation under reduced pressure. The residue was chromatographed over silica and eluted with a mixture of hexane and ethyl acetate (7-3) to obtain 5.7 g of 1-(2-propynyl)-3-trifluoromethyl-1H-pyrrole-4-methanol melting at 45° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04737513
Quelldatensatzuspto-grants-1988_04
ORD IDord-bf7b0a646c1546ba9e56014f1a85bc9f
Quellennotizuspto-grants-1988_04