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

Participants

Role	Name	HCID	Charge
Reactant	Methyl iodide	HCID 6328	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	7-hydroxy-2,3-dihydro-4H-chromen-4-one	HCID 10855817	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one	HCID 4387510	72.2%

Reaction Conditions

Temperature	70 °C

Reaction Steps

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).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08716498B2
Source dataset	uspto-grants-2014_05
ORD ID	ord-92ce8e0785bc455f9f06bd2b5be487d8
Source note	uspto-grants-2014_05