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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1032494Erstellt: 26. Oktober 2026

Furfural → 2-(1-Hydroxy-2-methyl-3-butynyl)-furan

https://huagongshe.com/reaction/1032494

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktFurfuralHCID 7362—
EduktTetrahydrofuranHCID 8028—
Edukt3-Chloro-1-butyneHCID 30443—
EduktMagnesiumHCID 5462224—
Katalysator3-Chloro-1-butyneHCID 30443—
KatalysatorZincchlorideHCID 3007855—
LösungsmittelTolueneHCID 1140—
Produkt2-(1-Hydroxy-2-methyl-3-butynyl)-furanHCID 1336285085%

Reaktionsbedingungen

Temperatur10 °C

Reaktionsschritte

In the same flask as in Example 1, there were charged granular magnesium (18.2 g), dry zinc chloride (10.2 g) and dry tetrahydrofuran (100 g). 3-Chloro-1-butyne (0.66 g) was added thereto at 10° C. while stirring. The resultant mixture was kept in an adiabatic condition, whereupon the reaction proceeded. When the best generation stopped, a mixture of furfural (48 g), 3-chloro-1-butyne (45.88 g) and toluene (125 g) was dropwise added to the reaction mixture at 45° C. in 1.5 hours while stirring under cooling. The resultant mixture was kept at room temperature for 30 minutes while stirring. After completion of the reaction, the reaction mixture was treated in the same manner as in Example 1 and distilled under reduced pressure (66°-68° C./1 mmHg) to give 2-(1-hydroxy-2-methyl-3-butynyl)-furan (63.8 g) in a yield of 84% (based on the starting furfural).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04958033
Quelldatensatzuspto-grants-1990_09
ORD IDord-27e9a925e245409d9bffe5902e8183c1
Quellennotizuspto-grants-1990_09