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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 886836Generated: November 1, 2026

Water → HCID 68578129, compound

https://huagongshe.com/reaction/886836

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-MethylethylamineHCID 12219—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 68578192HCID 68578192—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Catalyst2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 68578129HCID 6857812982.1%

Reaction Steps

A solution of tert-butyl 8-bromo-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (300 mg, 0.915 mmol), N-ethyl-N-methylamine (0.258 ml, 3.00 mmol), X-phos (26.1 mg, 0.0546 mmol), tris(dibenzylideneacetone)dipalladium(0) (16.6 mg, 0.00187 mmol) and sodium tert-butoxide (131 mg, 1.37 mmol) in dioxane (6 ml) was stirred under an argon atmosphere for 2 hr at 80° C. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by NH silica gel column chromatography (hexane:ethyl acetate=1:1) to give the desired product (230 mg, 82.1%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247403B2
Source datasetuspto-grants-2012_08
ORD IDord-c0ee64edfe66402cabc5b9d82a0d169a
Source noteuspto-grants-2012_08