HuagongsheHuagongshe Chemistry Print Report · For research reference only
Epichlorohydrin → HCID 86643049, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Epichlorohydrin | HCID 7835 | — |
| Reactant | HCID 136170273 | HCID 136170273 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 86643049 | HCID 86643049 | 52.5% |
Reaction Steps
To a solution of 4-[5-(5,6-diethyl-pyridin-3-yl)-[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methyl-phenol (150 mg, 0.445 mmol) in isopropanol (10 mL) and 3 N aq. NaOH (3 mL), epichlorhydrine (164 mg, 1.78 mmol) is added. The mixture is stirred at rt for 20 h. The mixture is diluted with EA and washed with sat. aq. NaHCO3 solution. The org. extract is dried over MgSO4, filtered and evaporated. The crude product is purified by chromatography on prep. TLC plates with EA-heptane to give (RS)-2,3-diethyl-5-[3-(3-ethyl-5-methyl-4-oxiranylmethoxy-phenyl)-[1,2,4]oxadiazol-5-yl]-pyridine (92 mg) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08288554B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-4aab7bacf12c4bb9a063d4bab2305adb |
| Source note | uspto-grants-2012_10 |