HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 22744Generated: October 26, 2026
Sodium Carbonate → 5-Chloro-3-ethyl-benzofuran
https://huagongshe.com/reaction/22744
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | n-Butylamine hydrochloride | HCID 19726 | — |
| Reactant | Sodium Formate | HCID 2723810 | — |
| Reactant | 4-chloro-2-iodo O-crotyl phenol | HCID 69874042 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Chloro-3-ethyl-benzofuran | HCID 11658384 | 60.4% |
Reaction Steps
To a mixture of 4-chloro-2-iodo O-crotyl phenol (1.5 g, 4.86 mmol), sodium carbonate (12.2 mmol, 1.3 g), sodium formate (4.86 mmol, 330 mg), n-butyl ammonium chloride (5.34 mmol, 1.5 g) and DMF (10 mL) was added palladium di-acetate (0.24 mmol, 55 mg). The reaction was heated at 80° C. and maintained at that temperature overnight. After bringing the reaction to room temperature, the mixture was filtered. The filtrate was dried and evaporated to give a crude product, which was purified by silica gel chromatography (eluent:hexanes) to obtain 5-chloro-3-ethyl-benzofuran as a clear oil (60%, 530 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06849629B2 |
|---|
| Source dataset | uspto-grants-2005_02 |
|---|
| ORD ID | ord-a78f05158222489f8516262e16c2e1d4 |
|---|
| Source note | uspto-grants-2005_02 |
|---|