HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 4-(2,3-Dihydro[1,4]benzodioxin-5-yl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 4-(Diethylboranyl)pyridine | HCID 13318871 | — |
| Reactant | 5-Bromo-2,3-dihydro-1,4-benzodioxine | HCID 18787268 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(2,3-Dihydro[1,4]benzodioxin-5-yl)pyridine | HCID 10932779 | — |
Reaction Steps
14.7 mmol of diethyl(pyrid-4-yl)borane, 22 mmol of 5-bromo-2,3-dihydro[1,4]benzodioxine, 44.1 mol of KOH in powder form, 7.4 mmol of tetrabutylammonium bromide and 0.74 mmol of tetrakis(triphenylphosphine)palladium in 75 ml of tetrahydrofuran are mixed at room temperature, and the mixture is then refluxed for 24 hours. 225 ml of ethyl acetate are added and the mixture is washed with a saturated sodium chloride solution. Drying is carried out over MgSO4, followed by evaporation and purification over a silica column (eluant CH2Cl2,then CH2Cl2 /CH3COOC2H5 80/20).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06060487 |
| Source dataset | uspto-grants-2000_05 |
| ORD ID | ord-e224160d476246a6bfdd1a028b1594ab |
| Source note | uspto-grants-2000_05 |