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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1808340Generated: October 29, 2026

Methanol → HCID 68512797, compound

https://huagongshe.com/reaction/1808340

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantMethyl (3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl)acetateHCID 3785484—
Reactant(Dimethyl sulfide)trihydroboronHCID 12423031—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68512797HCID 6851279762%

Reaction Steps

Borane dimethylsulfide solution (0.3 ml, 94% in THF) was added at room temperature to a solution of the product from stage 1 (2.7 mmol) in dry THF (14 ml), and the mixture was refluxed for 2 h. Hydrolysis with methanol (1 ml) was carried out, followed by refluxing for a further 15 min. The reaction mixture was then cooled to room temperature and concentrated in vacuo. The crude product was purified by column chromatography (silica gel, ethyl acetate/hexane). Yield: 62%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08357717B2
Source datasetuspto-grants-2013_01
ORD IDord-e0d2d3730e174c6a8adf6eb6b512b86a
Source noteuspto-grants-2013_01