HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → HCID 89581070, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | HCID 89581124 | HCID 89581124 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89581070 | HCID 89581070 | 70.4% |
Reaction Steps
To a solution of methyl 6-(1-hydroxyethyl)pyridazine-3-carboxylate (100 mg, 0.55 mmol), phenol (78 mg, 0.8 mmol), triphenylphosphine (216 mg, 0.8 mmol) in tetrahydrofuran (30 mL) was added diisopropyl azodicarboxylate (166 mg, 0.8 mmol) at room temperature. The mixture solution was stirred for 18 hours. Then tetrahydrofuran was removed in vacuo. The residue was purified by column chromatography (silica-gel, petroleum/ethyl acetate=5:1) to give methyl 6-(1-phenoxyethyl)pyridazine-3-carboxylate as a colorless oil (100 mg, 70%). 1H NMR (300 MHz, DMSO-d6): δ 8.20 (d, J=9 Hz, 1H), 7.93 (d, J=9 Hz, 1H), 7.20-7.25 (m, 2H), 6.87-6.94 (m, 3H), 5.87-5.90 (m, 1H), 3.94 (s, 3H), 1.68 (d, J=6 Hz, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206128B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-19302c84576e41d0a92a7e4908be6b80 |
| Source note | uspto-grants-2015_12 |