HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triacetoxyperiodinane → 1-(2-Bromothiazol-5-yl)propan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | 1-(2-Bromo-thiazol-5-yl)-propan-1-ol | HCID 58443378 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(2-Bromothiazol-5-yl)propan-1-one | HCID 59278085 | 43.1% |
Reaction Steps
To a solution of 1-(2-Bromo-thiazol-5-yl)-propan-1-ol (175 mg, 0.79 mmol) in dichloromethane (10 mL) was added Dess-Martin periodinane (334 mg, 0.79 mmol). The reaction was stirred for 2 h, then diluted with dichloromethane (50 mL), washed with sat. sodium bicarbonate solution (50 mL) and brine (50 mL), dried over sodium sulfate, filtered and concentrated. Purification by silica gel chromatography eluting with a gradient of 0-100% ethyl acetate in hexanes gave 1-(2-bromo-thiazol-5-yl)-propan-1-one (75 mg, 43%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08293917B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-2ea53f792e364856acf6b38f594545b9 |
| Source note | uspto-grants-2012_10 |