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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2238779Generated: October 30, 2026

Tetrahydrofuran → HCID 86612467, compound

https://huagongshe.com/reaction/2238779

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantMorpholineHCID 8083—
ReactantTriethylamineHCID 8471—
ReactantBromoacetyl bromideHCID 61147—
ReactantHCID 86060938HCID 86060938—
SolventWaterHCID 962—
ProductHCID 86612467HCID 8661246777%

Reaction Steps

Compound 419 (192 mg, 0.824 mmol) and triethylamine (0.379 mL, 2.72 mmol) were dissolved in THF (4 mL), and bromoacetyl bromide (0.215 mL, 2.47 mmol) was added thereto at 0° C., followed by stirring at room temperature for 1 hour. At 0° C., a solution (2 mL) of morpholine (1.08 mL, 12.4 mmol) in THF and triethylamine (1.73 mL, 12.4 mmol) was added to the reaction mixture, followed by stirring at room temperature for 1 hour. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and then the solvent was distilled away under reduced pressure. The resulting residue was purified through silica gel column chromatography to afford the entitled Compound 421 (229 mg, 77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07718808B2
Source datasetuspto-grants-2010_05
ORD IDord-68c82b7558064dd382fc7e2892842427
Source noteuspto-grants-2010_05