HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 58117375, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | ethyl 1H-pyrazole-4-carboxylate | HCID 142179 | — |
| Reactant | 1-Phenylethanol, (R)- | HCID 637516 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58117375 | HCID 58117375 | — |
Reaction Steps
A 20 mL microwave vial was charged with 1H-pyrazole-4-carboxylic acid ethyl ester (1 g, 7.1 mmol), (R)-1-phenylethanol (1.31 mL, 10.7 mmol), triphenylphosphine (3 g, 11.4 mmol) and tetrahydrofuran (15 mL). The reaction was stirred at ambient temperature for 10 minutes before adding diisopropyl azodicarboxylate (2.25 mL, 11.14 mmol) with cooling. The vial was heated under microwave irradiation at 140° C. for 15 mins. After cooling, the solvent was removed in vacuo and the residue purified by flash chromatography on SiO2 with hexane—30% ethyl acetate/hexane (gradient) to afford intermediate (6f), 1((S)-1-Phenyl-ethyl)-1H-pyrazole-4-carboxylic acid ethyl ester as an oil, 1.646 g, 94%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08916591B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-cdd300a24e514cabab63a85ba76df773 |
| Source note | uspto-grants-2014_12 |