HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromine → 7-Bromo-2,3-dihydro-1-benzofuran-5-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 2,3-Dihydrobenzofuran-5-carboxaldehyde | HCID 735901 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Sodium Thiosulfate | HCID 24477 | — |
| Product | 7-Bromo-2,3-dihydro-1-benzofuran-5-carbaldehyde | HCID 18526182 | 91.3% |
Reaction Steps
To a solution of 2,3-dihydro-1-benzofuran-5-carbaldehyde (1.0 g, 6.75 mmol) in glacial acetic acid (8 ml) was added sodium acetate (664 mg, 8.1 mmol) and bromine (0.7 ml, 13.5 mmol) at 10° C. slowly. The reaction was stirred for 2 h at room temperature. The reaction was diluted with a saturated aqueous solution of sodium thiosulfate (10 ml), washed with a saturated aqueous solution of sodium bicarbonate, and then extracted with ethyl acetate. Organics were combined, dried over sodium sulfate and dried in vacuo to give the desired compound (1.4 g, 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07732460B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-ccbd064e0acc467fae69302d4fe79d5f |
| Source note | uspto-grants-2010_06 |