HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 1-(1,3-diisopropyldibenzo[b,d]furan-2-yl)-2-phenyl-1H-imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium Permanganate | HCID 516875 | — |
| Reactant | 1-(1,3-diisopropyldibenzo[b,d]furan-2-yl)-2-phenyl-4,5-dihydro-1H-imidazole | HCID 58400884 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(1,3-diisopropyldibenzo[b,d]furan-2-yl)-2-phenyl-1H-imidazole | HCID 58400913 | 44.2% |
Reaction Steps
1-(1,3-diisopropyldibenzo[b,d]furan-2-yl)-2-phenyl-4,5-dihydro-1H-imidazole (4.78 g, 12.05 mmol) in 70 mL of acetonitrile and 70 mL of dichloromethane were added to a 1 L round bottom flask. Potassium permanganate (3.81 g, 24.11 mmol) was ground in a mortar and pestle. Monmorilonite K was added and was ground together finely with the potassium permanganate. This mixture was added to the solution in portions over 0.5 hours. Reaction was done 1 h after first addition. 100 mL of methanol was added and stirred for 1 h. The solid was filtered through Celite. The material was purified using a 200 g Varian column eluting with 20% ethyl acetate/hexanes. 2.1 g (44% yield) of product was obtained after column.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156870B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-246bb99531064d9ab3b7bdf4d940d7aa |
| Source note | uspto-grants-2015_10 |