HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 178465994, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 5-Phenyl-4H-pyrazol-3-ol | HCID 78577 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 4-Methylmorpholine | HCID 7972 | — |
| Product | HCID 178465994 | HCID 178465994 | 75.8% |
Reaction Steps
To a solution of 3-phenyl-1H-pyrazol-5(4H)-one (1.0 g, 6.24 mmol), ethanol (0.288 g, 6.24 mmol) and triphenylphosphine (1.638 g, 6.24 mmol) in N-methylmorpholine (7 mL) was added diethylazo dicarboxylate (0.988 mL, 6.24 mmol) dropwise at 0° C. The reaction was warmed to room temperature and stirred for 2 h. The reaction was poured into H2O and extracted with ethyl acetate. The extract was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (0.89 g). LCMS m/z=189.19 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ ppm 1.32 (t, J=4.2 Hz, 3H), 4.32 (q, J=4.2 Hz, 2H), 6.45 (s, 1H), 7.41-7.94 (m, 5H), 11.3 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09012478B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-e1d0b628169742f5abcfdebb0960479c |
| Source note | uspto-grants-2015_04 |