HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 5-benzyl-4-bromo-2-(4-isopropylphenyl)-7-methoxy-1-(2-methoxyethyl)-1H-benzo[d]imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | 5-benzyl-2-(4-isopropyl-phenyl)-7-methoxy-1-(2-methoxy-ethyl)-1H-benzoimidazole | HCID 57772044 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 5-benzyl-4-bromo-2-(4-isopropylphenyl)-7-methoxy-1-(2-methoxyethyl)-1H-benzo[d]imidazole | HCID 11488770 | 69.9% |
Reaction Steps
6 μl (0.122 mmol) bromine are added to a solution of 48 mg (0.116 mmol) 5-benzyl-2-(4-isopropyl-phenyl)-7-methoxy-1-(2-methoxy-ethyl)-1H-benzoimidazole in 6 ml glacial acetic acid. The reaction mixture is stirred at room temperature for 10 min. 25 ml EtOAc are added and this solution is washed 4N NaOH (2×), water and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue is recrystallized from dichloromethane/diethyl ether/hexane to afford 40 mg of the title compound as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030497B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-014db74243bc4a0a9b85bb823e02146f |
| Source note | uspto-grants-2011_10 |