HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromine → 1-(4-Bromo-5-methyl-thiophen-2-yl)-ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | 2-Acetyl-5-methylthiophene | HCID 83655 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(4-Bromo-5-methyl-thiophen-2-yl)-ethanone | HCID 12682498 | — |
Reaction Steps
Bromine (9.7 ml) is added to a solution of 2-acetyl-5-methylthiophene (26.6 g) and NaOAc (17.2 g) in water (100 ml) at room temperature. After 12 hours at room temperature the reaction is quenched with a 1M aqueous solution of sodium thiosulfate (100 ml) and extracted three times with ethyl acetate (250 ml). The organic phases are combined, washed with a saturated aqueous solution of NaCl, dried over MgSO4 and concentrated in vacuo to yield 1-(4-bromo-5-methyl-thiophen-2-yl)-ethanone (41.8 g) as a brown oil. The crude product is used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822466B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-68c430e4a3714df4bd2072ebb2c5aab6 |
| Source note | uspto-grants-2014_09 |