HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1408412Generated: October 30, 2026
1,2-Dimethoxyethane → HCID 178419929, compound
https://huagongshe.com/reaction/1408412
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 6-Iodochroman | HCID 10945163 | — |
| Reactant | HCID 178514837 | HCID 178514837 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178419929 | HCID 178419929 | 14% |
Reaction Steps
To a solution of B-(1H-pyrazol-3-yl)boronic acid (400 mg, 3.57 mmol) in a mixture of tetrahydrofuran (THF), 1,2-dimethoxyethane and water (1:2:1), was added 3,4-dihydro-6-iodo-2H-1-benzopyran (1.53 g, 5.88 mmol; prepared according to Muraki et al., Tetrahedron Lett. 1996, 37, 2441) under nitrogen atmosphere. Then potassium carbonate (980 mg, 7.14 mmol) and bis(triphenylphosphine)palladium(II) dichloride (120 mg, 0.017 mmol) were added, and the reaction mixture was heated at 90° C. for 3 h. The reaction mixture was concentrated and purified by silica gel column chromatography using 30% ethyl acetate in petroleum ether as eluant to provide the title product as solid (100 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08921360B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-b3895e9855b84ec2afb67a1d196ad008 |
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| Source note | uspto-grants-2014_12 |
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