HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1500506Generated: November 3, 2026
Hydrochloric Acid → HCID 117778047, compound
https://huagongshe.com/reaction/1500506
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | 2-(Dicyclohexylphosphino)biphenyl | HCID 2734216 | — |
| Reactant | HCID 117778019 | HCID 117778019 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 117778047 | HCID 117778047 | — |
Reaction Steps
To a solution of 2-chloro-5-[(4-phenylphenyl)methoxymethyl]pyridine (0.206 g) in tetrahydrofuran (10 mL), tris(dibenzylideneacetone)dipalladium (63 mg), 2-(dicyclohexylphosphino)biphenyl (48 mg), and a solution of lithium bis(trimethylsilyl)amide in tetrahydrofuran (1.0 M, 1.0 mL) were added at room temperature, and the mixture was heated to reflux for 22 hours under a nitrogen atmosphere. Hydrochloric acid (2 M, 10 mL) was added to the reaction solution, and the mixture was further stirred for 30 minutes. The reaction solution was cooled to room temperature, and sodium carbonate was gradually added thereto, and subsequently, water was added thereto, followed by extraction with dichloromethane. The organic layer was washed with saturated saline, dried over anhydrous sodium sulfate, and then filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by chromatography on a silica gel column (Yamazen Corporation, elution solvent: dichloromethane/methanol) to obtain the title compound (0.189 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09206168B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-0acdfb12906340769a29ab4a5df22c1b |
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| Source note | uspto-grants-2015_12 |
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