HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 5-Bromo-2-fluoro-6-methyl-benzofuran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Selectfluor | HCID 2724933 | — |
| Reactant | 5-Bromo-6-methylbenzofuran-2-carboxylic acid | HCID 67126927 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-Bromo-2-fluoro-6-methyl-benzofuran | HCID 58487394 | 36.1% |
Reaction Steps
A mixture of 5-bromo-6-methyl-benzofuran-2-carboxylic acid (229, 243 mg, 0.95 mmol), Selectfluor (481 mg, 1.36 mmol) and sodium bicarbonate (228 mg, 2.72 mmol) in 3 ml water and 3 ml EA was stirred vigorously at r.t. for 60 h before addition of another 240 mg of Selectfluor. After further 20 h the reaction mixture was diluted with EA, washed twice with 1N NaOH. Org phase was washed with brine, dried over sodium sulfate, concentrated to dryness to give 78.5 mg of title compound as light brown wax (yield: 36.1%, purity>95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08980629B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-80082744764f4dd183d3ef152e95bdb5 |
| Source note | uspto-grants-2015_03 |