HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 5-(p-Hydroxymethylphenyl)imidazo[1,5-a]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | ethyl 4-(H-imidazo[1,5-a]pyridin-5-yl)benzoate | HCID 13649431 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-(p-Hydroxymethylphenyl)imidazo[1,5-a]pyridine | HCID 13649432 | — |
Reaction Steps
5-(p-Ethoxycarbonylphenyl)-imidazo[1,5-a]pyridine (1.0 g) is dissolved in 26 ml of methylene chloride at -78° under nitrogen and 6.6 ml of diisobutylaluminum hydride in toluene (11.4 mmole) is added dropwise. After stirring for 1 hour, 1.5 ml of methanol is added, the cold bath is removed and 15 ml of water is added. The salts are filtered off, the organic phase is dried over sodium sulfate and evaporated to yield 5-(p-hydroxymethylphenyl)imidazo[1,5-a]pyridine, m.p. 137°-138°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04588732 |
| Source dataset | uspto-grants-1986_05 |
| ORD ID | ord-360f3ccc1473485ebb4d511b266555b2 |
| Source note | uspto-grants-1986_05 |