HuagongsheHuagongshe Chemistry Print Report · For research reference only
(6-Bromo-1H-indol-2-yl)methanol → 6-Bromo-1H-indole-2-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (6-Bromo-1H-indol-2-yl)methanol | HCID 13567957 | — |
| Catalyst | Manganese dioxide | HCID 14801 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-Bromo-1H-indole-2-carbaldehyde | HCID 13567958 | 55.2% |
Reaction Steps
To a suspension of (6-bromo-1H-indol-2-yl)methanol (696 mg, 3.00 mmol) in THF (25.0 mL) was added MnO2 (3.20 g, 37.0 mmol) at 0° C. The reaction mixture was stirred for 24 h at room temperature. The reaction mixture was filtered through Celite, and the filtrate was concentrated under reduced pressure to give the title compound (371 mg, 55%) as an orange solid: 1H NMR (500 MHz, CDCl3) δ 9.86 (s, 1H), 9.07 (br s, 1H), 7.64 (s, 1H), 7.61 (d, J=8.5 Hz, 1H), 7.29 (dd, J=8.5, 1.5 Hz, 1H), 7.24 (d, J=1.0 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697700B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-7270086a570848f593367b117e402975 |
| Source note | uspto-grants-2014_04 |