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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206211Generated: November 3, 2026

Water → HCID 131735842, compound

https://huagongshe.com/reaction/2206211

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant4,4,5,5-Tetramethyl[1,3,2]dioxaborolaneHCID 2734768—
ReactantHCID 117988121HCID 117988121—
CatalystHCID 178418476HCID 178418476—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 131735842HCID 13173584263%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of (3S)-4-(4-bromophenyl)-3-methylmorpholine (630 mg), 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (630 mg) and triethylamine (1.03 mL) in 1,4-dioxane (10 mL) was added dichlorobis(triphenylphosphine)palladium(II) (86 mg), and the mixture was stirred overnight at 100° C. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (470 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371320B2
Source datasetuspto-grants-2016_06
ORD IDord-683d9265116544769f4bede4b709e3ee
Source noteuspto-grants-2016_06