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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 358602Erstellt: 26. Oktober 2026

Isopropanol → 6-cyano-3,4-dihydro-2,2-dimethyl-trans-3-hydroxy-4-(2-methoxy-3-carbonylmethoxy-2-E-propen-1-yl)amino-2H-1-benzopyran

https://huagongshe.com/reaction/358602

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktIsopropanolHCID 3776—
EduktSodium IodideHCID 5238—
EduktPotassium CarbonateHCID 11430—
EduktMethyl (E)-4-Chloro-3-methoxy-2-butenoateHCID 6364655—
Edukt(3S,4R)-4-amino-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrileHCID 10943936—
Produkt6-cyano-3,4-dihydro-2,2-dimethyl-trans-3-hydroxy-4-(2-methoxy-3-carbonylmethoxy-2-E-propen-1-yl)amino-2H-1-benzopyranHCID 86744643—

Reaktionsschritte

A mixture of 6-cyano-3,4-dihydro-2,2-dimethyl-trans-3-hydroxy-4-amino-2H-1-benzopyran (4.7 g), 4-chloro-3-methoxy-2-E-butenoic acid, methyl ester (3.55 g), potassium carbonate (5.95 g) and sodium iodide (3.2 g) was refluxed for 3 hours in isopropanol. After cooling the mixture was filtered and solvent removed from the filtrate under reduced pressure, to give 1.1 g of 6-cyano-3,4-dihydro-2,2-dimethyl-trans-3-hydroxy-4-(2-methoxy-3-carbonylmethoxy-2-E-propen-1-yl)amino-2H-1-benzopyran, a compound of formula (6). The compound was used in the next reaction (Example 3) with no further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04997846
Quelldatensatzuspto-grants-1991_03
ORD IDord-244e01cd23f74bf6b94db5e2d81e7baa
Quellennotizuspto-grants-1991_03