HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626330Generated: October 25, 2026
Triphenylphosphine → HCID 178472394, compound
https://huagongshe.com/reaction/626330
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 5-bromo-1H-indazole | HCID 761929 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | HCID 178472487 | HCID 178472487 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178472394 | HCID 178472394 | — |
Reaction Steps
A solution of 5-bromoindazole (5.00 g), ethyl trans-4-hydroxycyclohexanecarboxylate (8.73 g), triphenylphosphine (13.3 g) in THF (150 mL) was stirred at 0° C. for 15 minutes. To the reaction solution was added dropwise diethylazodicarboxylate (9.03 g) under nitrogen atmosphere at 0° C., and the mixture was stirred at 50° C. for 13 hours. Then, the solvent was removed out, and ethyl acetate (100 mL) and petroleum ether (30 mL) were added thereto. The mixture was stirred at room temperature for 2 hours. The reaction solution was filtered, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate:petroleum ether=1:80-1:15 as the eluting solvent) to give Compound Q14 (3.50 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09309221B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-da0e3f3795c4481e9e82213e5cadc299 |
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| Source note | uspto-grants-2016_04 |
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