HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2-Bromo-4-methylthiazol-5-yl)methanol → 2-bromo-4-methylthiazole-5-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2-Bromo-4-methylthiazol-5-yl)methanol | HCID 59295463 | — |
| Catalyst | Manganese dioxide | HCID 14801 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 2-bromo-4-methylthiazole-5-carbaldehyde | HCID 77174887 | 47% |
Reaction Steps
A mixture of (2-bromo-4-methylthiazol-5-yl)methanol of preparation 97 (3.8 g, 18.4 mmol) and MnO2 (16.5 g, 0.18 mmol) in CHCl3 (180 mL) was stirred at room temperature overnight. TLC (petroleum ether/EtOAc=3:1) showed the reaction was complete. The reaction mixture was filtered and the filtrate was concentrated in vacuum. The residue was purified by a Biotage silica gel cartridge (EA/PE=30%, Rf=0.5) to give the title compound as a white solid (1.8 g, 47%) as a white solid, and as well as impure 2-bromo-4-methylthiazole-5-carbaldehyde (1.3 g, 34%) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08916593B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-a65df0c0dffe41ff9de7d8a993b7d831 |
| Source note | uspto-grants-2014_12 |