HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2365310Generated: October 28, 2026
Methylparaben → Methyl 4-((5-chloropyridin-3-yl)methoxy)benzoate
https://huagongshe.com/reaction/2365310
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylparaben | HCID 7456 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | (5-Chloropyridin-3-yl)methanol | HCID 25067264 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 4-((5-chloropyridin-3-yl)methoxy)benzoate | HCID 59625946 | 68.8% |
Reaction Steps
DIAD (2.35 mmol, 0.45 mL) was added to an ice-cold solution of methyl 4-hydroxybenzoate 29a (2.35 mmol, 358 mg), (5-chloropyridin-3-yl)methanol 27a (1.57 mmol, 225 mg), and Ph3P (2.35 mmol, 616 mg) in 8 mL of THF. The mixture was stirred at 0° C. for 1 h at room temperature overnight. Water was added and the crude product was purified by flash column chromatography (silica gel, 20% EtOAc/hexanes) to afford 300 mg (68%) of 27b.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08697684B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-182374af7d33411eb693757d5956fec7 |
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| Source note | uspto-grants-2014_04 |
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