HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → 4-[4-(p-tert-Butylaminocarbonylphenyl)-4-hydroxy-n-butyl]-1-trimethylsilylimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 4-bromo-N-tert-butylbenzamide | HCID 603258 | — |
| Reactant | 4-(3-Formyl-n-propyl)-1-trimethylsilylimidazole | HCID 19930428 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 4-[4-(p-tert-Butylaminocarbonylphenyl)-4-hydroxy-n-butyl]-1-trimethylsilylimidazole | HCID 19930419 | — |
Reaction Steps
A solution of 6.95 g of p-(tert-butylaminocarbonyl)-bromobenzene is dissolved in 175 ml of tetrahydrofuran at -70° under nitrogen and 20.1 ml of a solution of n-butyllithium (2.7M) in hexane is added dropwise. After reacting 30 min, a solution of 5.69 g of 4-(3-formyl-n-propyl)-1-trimethylsilylimidazole in 10 ml of tetrahydrofuran is added slowly. The reaction mixture is allowed to warm slowly to room temperature and 20 ml of ammonium chloride is added. The organic layer is separated, dried over sodium sulfate and evaporated to yield the title compound (b).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04889861 |
| Source dataset | uspto-grants-1989_12 |
| ORD ID | ord-c90f12d3ba3d4c29b6ef22c6f07642cd |
| Source note | uspto-grants-1989_12 |