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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 886905Generated: October 31, 2026

Bis(2-Methoxyethyl)amine → HCID 68578108, compound

https://huagongshe.com/reaction/886905

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBis(2-Methoxyethyl)amineHCID 2383—
Reactant1,4-DioxaneHCID 31275—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 68578192HCID 68578192—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Catalyst2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
SolventWaterHCID 962—
ProductHCID 68578108HCID 6857810899.3%

Reaction Steps

A solution of tert-butyl 8-bromo-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (200 mg, 0.609 mmol), bis(2-methoxyethyl)amine (0.270 ml, 1.83 mmol), X-phos (17.4 mg, 0.0365 mmol), tris(dibenzylideneacetone)dipalladium(0) (11.0 mg, 0.0120 mmol), sodium tert-butoxide (87.5 mg, 0.912 mmol) and dioxane (4 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. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) to give the desired product (230 mg, 99.1%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247403B2
Source datasetuspto-grants-2012_08
ORD IDord-7f6d0e9a356f4945871d7b622c5421fc
Source noteuspto-grants-2012_08