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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 403659Erstellt: 24. Oktober 2026

Hydrochloric Acid → (E)-methyl 4-(dimethylamino)but-2-enoate

https://huagongshe.com/de/reaction/403659

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktDimethylamine, hydrochlorideHCID 10473—
Edukt2-Butenoic acid, 4-bromo-, methyl esterHCID 5369175—
LösungsmittelIsopropanolHCID 3776—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(E)-methyl 4-(dimethylamino)but-2-enoateHCID 1587079852,2%

Reaktionsschritte

Trithylamine (37.5 ml, 0.27 mol, 2.8 equiv) was dissolved in THF (100 ml), and dimethylamine hydrochloride (9.3 g, 0.114 mol, 1.2 equiv) was added. Methyl 4-bromocrotonate (20 g, 85% purity, 0.095 mol, 1.00 equiv) in 100 ml of THF was added drop-wise to the resulting solution at room temperature while stirring. The reaction mixture was allowed to react overnight at room temperature. The reaction mixture was filtered, and the filtrate was evaporated under reduced pressure to give yellow oil. The oil was dissolved in 50 ml of isopropanol, and hydrogen chloride was added until pH 2.0 was reached. The white solid was formed and filtered and dried to give 7.1 g product. MS (ESI) m/z: 563 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08748453B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-fc4c8f60df6a479f9f7c7870d8b673e6
Quellennotizuspto-grants-2014_06