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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | Tetrafluoroboric acid | HCID 28118 | — |
| Reactant | Tris(1,1-dimethylethyl)phosphine | HCID 83681 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | 4-bromo-7-methoxybenzofuran | HCID 58316250 | — |
| Reactant | HCID 66806677 | HCID 66806677 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 56945051 | HCID 56945051 | 35% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09090572B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-bfb5f5c1bfa343a585848e560125870d |
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| Source note | uspto-grants-2015_07 |
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