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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 850907Erstellt: 26. Oktober 2026

Hydrochloric Acid → trans 4-(2-Chloro-prop-2-yl)-5-hydroxy-tetrahydrofuran-2-one

https://huagongshe.com/reaction/850907

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktDiethyl EtherHCID 3283—
EduktLithium ChlorideHCID 433294—
EduktMethyl 4-p-tolylsulfonyl-4-methyl-3-dimethoxymethylpentanoateHCID 12850320—
LösungsmittelWaterHCID 962—
Produkttrans 4-(2-Chloro-prop-2-yl)-5-hydroxy-tetrahydrofuran-2-oneHCID 12882418109,4%

Reaktionsschritte

A mixture of 1 g of the product of Example 2, 25 ml of ether and 1 g of dry lithium chloride was stirred under a current of gaseous hydrogen chloride at -30° C. for 2 hours and then at 0° C. for 2 hours after which the current of gaseous hydrogen chloride was stopped. The mixture was stirred at room temperature for 48 hours and after 54 hours of contact, the mixture was poured into iced water. The mixture was extracted with benzene and the organic phase was dried and evaporated to dryness under reduced pressure. The 1.1 g of residue was chromatographed over silica gel and was eluted with a 1-1 benzene-ethyl acetate mixture to obtain 545 mg of dl trans 4-(2-chloro-prop-2-yl)-5-hydroxy-tetrahydrofuran-2-one in the form of crystals melting at 80° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04382037
Quelldatensatzuspto-grants-1983_05
ORD IDord-f478c52a4cc440aa81e8c7f737a8accb
Quellennotizuspto-grants-1983_05