HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → 2-Acetyl-1-(tetrahydropyran-2-yl)-benzoimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | 1-(1H-Benzimidazol-2-yl)ethanone | HCID 70322 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Acetyl-1-(tetrahydropyran-2-yl)-benzoimidazole | HCID 22478048 | — |
Reaction Steps
Dihydropyran (20.5 mL) as added dropwise to a solution of 2-acetylbenzoimidazole (32 g) and p-toluenesulfonic acid (2 g) in dichloromethane (280 mL) at reflux. The reaction mixture was stirred at this temperature for 24 hours, then cooled and the insoluble materials were filtered off. The filtrate was concentrated to give 2-acetyl-1-(tetrahydropyran-2-yl)-benzoimidazole as an amber oil (51.8 g). TLC: dichloromethane:methanol, 97:3) RF=0.80.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06897208B2 |
| Source dataset | uspto-grants-2005_05 |
| ORD ID | ord-849ae94215db4f2a9a972fed8cca19ba |
| Source note | uspto-grants-2005_05 |