HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triacetoxyperiodinane → 1H-Benzimidazole-2-carboxaldehyde,5-chloro-1-methyl-(9CI)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | HCID 4066944 | HCID 4066944 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1H-Benzimidazole-2-carboxaldehyde,5-chloro-1-methyl-(9CI) | HCID 45078057 | 66.7% |
Reaction Steps
A solution of (5-chloro-1-methyl-1H-benzimidazol-2-yl)methanol (1.5 g, 7.7 mmol) dissolved in CH2Cl2 at room temperature was treated with Dess-Martin periodinane (4.9 g, 11.5 mmol). The reaction was stirred for 15 hours before the solvent was removed. The residue was purified by flash column chromatography (0–3% MeOH in CH2Cl2) to give the product (1.0 g, 66% yield). 1H NMR (300 MHz, CDCl3) δ: 4.16 (s, 3 H), 7.40–7.47 (m, 2 H), 7.90–7.93 (m, 1 H), 10.11 (s, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07148226B2 |
| Source dataset | uspto-grants-2006_12 |
| ORD ID | ord-9d4727fceb1443c18da88604011ad423 |
| Source note | uspto-grants-2006_12 |