Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407700Generated: October 30, 2026

Tetrahydrofuran → HCID 58504183, compound

https://huagongshe.com/reaction/2407700

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 58504252HCID 58504252—
ReactantMethyl 6-bromo-1-oxo-4-phenyl-1H-isochromene-3-carboxylateHCID 66990710—
SolventMethanolHCID 887—
ProductHCID 58504183HCID 58504183—

Reaction Conditions

Temperature60 °C

Reaction Steps

Methyl 6-bromo-1-oxo-4-phenyl-1H-isochromene-3-carboxylate (0.319 g, prepared according to the reported preparation in US 2005/0148624) and the compound prepared in Example 9 (0.458 g) were suspended in methanol (10 mL) and diisopropylethylamine (0.772 mL) was added. Tetrahydrofuran (5 mL) was added and the reaction mixture was heated at 60° C. overnight. The reaction mixture was then cooled to room temperature and concentrated. The reaction mixture was partitioned between ethyl acetate and a saturated aqueous sodium bicarbonate solution. The organics were washed with brine, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate) to obtain the title compound (0.560 g) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809538B2
Source datasetuspto-grants-2014_08
ORD IDord-6aa578f87fc245cfafb450d1169387d9
Source noteuspto-grants-2014_08