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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1847002Generated: October 31, 2026

Tetrahydrofuran → 1-[3-Hydroxy-2-(methoxymethoxy)propyl]-7-methoxyquinoxalin-2(1H)-one

https://huagongshe.com/reaction/1847002

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant3-{[Tert-butyl(dimethyl)silyl]oxy}-2-(methoxymethoxy)propyl-7-methoxyquinoxalin-2(1H)-oneHCID 86724933—
SolventDichloromethaneHCID 6344—
Product1-[3-Hydroxy-2-(methoxymethoxy)propyl]-7-methoxyquinoxalin-2(1H)-oneHCID 8672493280%

Reaction Steps

1-[3-{[Tert-butyl(dimethyl)silyl]oxy}-2-(methoxymethoxy)propyl-7-methoxyquinoxalin-2(1H)-one (863 mg, 2.11 mmol) was dissolved in tetrahydrofuran (10 ml). Tetrabutyl ammonium fluoride (1M tetrahydrofuran solution; 2.74 ml, 2.74 mmol) was added to this solution under cooling on ice, and the mixture was stirred for 3 hours. The reaction solution was diluted with dichloromethane and washed with saturated sodium bicarbonate water. After drying with anhydrous sodium sulfate, the solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography (chloroform/methanol) to yield 495 mg (80%) of the title compound in the form of a yellowish solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952010B2
Source datasetuspto-grants-2015_02
ORD IDord-ae214b1665e54ed790fd8fb882d93e83
Source noteuspto-grants-2015_02