HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → (+/-)-(E)-1-(2-Methoxy-4-(2-phenylethenyl)phenoxy)-5-(3-pyridyl)-2-pentanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Hydroxy-3-methoxystilbene | HCID 719814 | — |
| Reactant | HCID 21830649 | HCID 21830649 | — |
| Product | (+/-)-(E)-1-(2-Methoxy-4-(2-phenylethenyl)phenoxy)-5-(3-pyridyl)-2-pentanol | HCID 21830709 | — |
Reaction Steps
Prepared according to the method described in Example 96d) from sodium hydride (60% dispersion in mineral oil, 55 mg), trans-4-hydroxy-3-methoxystilbene (0.314 g) and (±)-3-hydroxy-5-(3-pyridyl)-1-pentyl para-toluenesulfonate (310 mg) in anhydrous dimethylformamide (6 ml). The crude product was purified by column chromatography over silica eluting with methanol:dichloromethane (1:19) to give the title compound (0.197 g) as a solid which was recrystallised from ethyl acetate:hexane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05977105 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-3f04681ee4b041a09b2b0de5418945ab |
| Source note | uspto-grants-1999_11 |