HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propargyl bromide → Methyl 3,5-difluoro-4-(2-propynyloxy)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propargyl bromide | HCID 7842 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methyl 3,5-difluoro-4-hydroxybenzoate | HCID 53847253 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 3,5-difluoro-4-(2-propynyloxy)benzoate | HCID 57445723 | 101.7% |
Reaction Steps
To 80 ml of acetonitrile were added 4.5 g of methyl 3,5-difluoro-4-hydroxybenzoate, 3.5 g of propargyl bromide and 9.4 g of cesium carbonate, and the resulting mixture was heated to reflux for 2 hours. Thereafter, the reaction mixture which had been allowed to cool to near room temperature was filtered through Celite (registered trade mark). The filtrate was concentrated under reduced pressure, and the residue was subjected to silica gel column chromatography, and 5.5 g of methyl 3,5-difluoro-4-(2-propynyloxy)benzoate was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08003699B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-16c52c34d7d342a49654f318c3f22d35 |
| Source note | uspto-grants-2011_08 |