Methyl iodide → 7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

HRID 510712Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 510712
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:12])[CH2:7][CH2:8][O:9]2)=[CH:4][CH:3]=1.[C:13]([O-])([O-])=O.[K+].[K+].CI>O1CCCC1>[CH3:13][O:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:12])[CH2:7][CH2:8][O:9]2)=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 108558177-hydroxy-2,3-dihydro-4H-chromen-4-one

Produkt 1

HCID 43875107-methoxy-3,4-dihydro-2H-1-benzopyran-4-oneAusbeute 72,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

7-Hydroxy-2,3-dihydrochromen-4-one (4.47 g, 27.2 mmol) was diluted with tetrahydrofuran (40 mL) followed by the addition of K2CO3 (5.64 g, 40.8 mmol) and MeI (2.55 mL, 40.8 mmol). The reaction was heated at 70° C. for 5 hours. The reaction was allowed to cool and loaded onto a Biotage 40M cartridge running a gradient 5% ethyl acetate/hexanes to 75% to yield the title compound (3.5 g, 72.1% yield).

Aufarbeitung

  1. temperatureto cool

Quellen und Nachweise

ORD-Eintrag
ord-a05cc1df11e44cfaa04295f288410ea7
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09096567B2

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