HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromine → 1-(4-Bromothiophen-2-yl)-2-methylpropan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | 2-Methyl-1-(thiophen-2-yl)propan-1-one | HCID 3862480 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 1-(4-Bromothiophen-2-yl)-2-methylpropan-1-one | HCID 59332703 | 40% |
Reaction Steps
2-methyl-1-(2-thienyl)-1-propanone (2.3 g, 15 mmol) was diluted in chloroform (10 mL), and aluminum chloride (4.5 g, 34 mmol, 2.3 eq) was added. Bromine (0.82 mL, 16 mmol, 1.1 eq) was added as a solution in chloroform (15 mL), and the mixture was stirred at rt over the weekend. The crude reaction mixture was carefully poured onto ice water, then extracted with chloroform. The combined organics were dried over sodium sulfate, filtered, and concentrated to afford brown oil. The crude was purified by isco combiflash to give the title compound as brown oil (1.28 g, 40%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071584B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-6e82853107d04ec6ae5b57c01e3c76bc |
| Source note | uspto-grants-2011_12 |