HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 1H-Imidazole-5-methanol, 2-butyl-1-[(2-chlorophenyl)methyl]-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | butyl-5-acetoxymethyl-1-(2-chlorophenyl)methyl-1H-imidazole | HCID 10041718 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1H-Imidazole-5-methanol, 2-butyl-1-[(2-chlorophenyl)methyl]- | HCID 10016418 | 81% |
Reaction Steps
A solution of crude 2-n-butyl-5-acetoxymethyl-1-(2-chlorophenyl)methyl-1H-imidazole (250 g) in methanol (200 mL) was treated with 10% sodium hydroxide solution (700 mL), and the mixture was heated on a steam bath for 4 hours. After cooling, methylene chloride was added, the organic phase was separated, washed with water, dried and concentrated. The residue was dissolved in ether, cooled, and seeded to give the crude product. Recrystallization from ethyl acetate gave 176 g of 2-n-butyl-1-(2-chlorophenyl)methyl-5-hydroxymethyl-1H-imidazole; mp 86°-88° C. This material was identical in all respects to the product prepared by Method A.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05530017 |
| Source dataset | uspto-grants-1996_06 |
| ORD ID | ord-b93aecd5737f49deaa805e1782d9e4f7 |
| Source note | uspto-grants-1996_06 |