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	US09096567B2
Source dataset	uspto-grants-2015_08
ORD ID	ord-a05cc1df11e44cfaa04295f288410ea7
Source note	uspto-grants-2015_08