HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → [4-methyl-1-(propan-2-yl)-1H-imidazol-5-yl]methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 4-methyl-1-(propan-2-yl)-1H-imidazole-5-carbaldehyde | HCID 59589360 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | [4-methyl-1-(propan-2-yl)-1H-imidazol-5-yl]methanol | HCID 59589489 | 75% |
Reaction Steps
To a 0° C. solution of 4-methyl-1-(propan-2-yl)-1H-imidazole-5-carbaldehyde (924 mg, 6.1 mmol) in anhydrous methanol (75 mL) was added sodium borohydride (425 mg, 11.2 mmol). The reaction mixture was stirred at room temperature for 3 hours. Water (20 mL) was added. Methanol was evaporated. The resultant mixture was extracted with EtOAc (1×20 mL) and 2-butanol (2×20 mL). The solution was dried over MgSO4, filtered, evaporated, and dried in vacuo, affording [4-methyl-1-(propan-2-yl)-1H-imidazol-5-yl]methanol (703 mg, 75% yield). The product was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315521B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-31ea407867d0475e867756d8d262fb4f |
| Source note | uspto-grants-2016_04 |