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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 262400Erstellt: 26. Oktober 2026

Hydrochloric Acid → 5-Chloromethylfurfural

https://huagongshe.com/reaction/262400

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktTolueneHCID 1140—
Edukt(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
EduktSodium dodecylbenzene sulphonateHCID 57371080—
KatalysatorHexadecyltrimethylammonium chlorideHCID 8154—
LösungsmittelWaterHCID 962—
Produkt5-ChloromethylfurfuralHCID 74191—

Reaktionsschritte

To a three-necked flask equipped with a condenser and a stirrer were added 5 g (0.028 mole) of a commercially available D-glucose and two kinds of surface active agent, i.e., 97.6 mg (0.00028 mole) of sodium laurylbenzenesulfonate and 89.6 mg (0.00028 mole) of cetyltrimethylammonium chloride. Then, 30 ml of toluene was added thereto and the mixture was stirred to make a suspension. Thereafter, about 6 ml of 35% hydrochloric acid was slowly dropwise added from a dropping funnel over 1 hour with stirring. A slight excess of hydrogen chloride was then slowly passed therethrough at 45° C. over 3 hours with stirring. After stirring was continued for a further 4 hours, the reaction solution was diluted with a little water and filtered through Celite while being washed with toluene. The toluene layer was neutralized, dried and concentrated to obtain about 1.9 g of 5-chloromethylfurfural.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04154744
Quelldatensatzuspto-grants-1979_05
ORD IDord-06ec1e8c1cd547ffad15da46e304360d
Quellennotizuspto-grants-1979_05