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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1528302Generated: November 3, 2026

Sulfuric acid magnesium salt (1:1) → HCID 56945051, compound

https://huagongshe.com/reaction/1528302

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric acid magnesium salt (1:1)HCID 24083—
ReactantTetrafluoroboric acidHCID 28118—
ReactantTris(1,1-dimethylethyl)phosphineHCID 83681—
ReactantSodium t-butoxideHCID 23676156—
Reactant4-bromo-7-methoxybenzofuranHCID 58316250—
ReactantHCID 66806677HCID 66806677—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 56945051HCID 5694505135%

Reaction Steps

A toluene (4 ml) suspension of (4a′R,8a′S)-octahydro-1′H -spiro[cyclobutane-1,2′-quinoxaline](180 mg, 0.998 mmol), 4-bromo-7-methoxybenzofuran (250 mg, 1.10 mmol), Pd(OAc)2 (11.2 mg, 0.0499 mmol), t-Bu3P.HBF4 (14.5 mg, 0.0500 mmol), and NaOt-Bu (135 mg, 1.40 mmol) was stirred for 4 hours under reflux in a nitrogen atmosphere. The reaction solution was cooled to room temperature. Then, water (0.5 mL) and AcOEt (10 mL) were added thereto, and the mixture was stirred. MgSO4 was further added thereto, and the mixture was stirred. Insoluble matter was filtered, and the residue was washed with AcOEt (5 mL×2). Then, the filtrate was concentrated under reduced pressure. The obtained residue was purified by basic silica gel column chromatography (Hex-AcOEt) to obtain a colorless amorphous solid. This solid was crystallized from hexane (1 mL) to obtain (4a′R,8a′S)-4′-(7-methoxybenzofuran-4-yl)octahydro-1′H-spiro[cyclobutane-1,2′-quinoxaline](107 mg, yield: 35%) in a white powder form.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090572B2
Source datasetuspto-grants-2015_07
ORD IDord-bfb5f5c1bfa343a585848e560125870d
Source noteuspto-grants-2015_07