HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propargyl bromide → 5-(4-Chloro-phenyl)-2-prop-2-ynyloxy-pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propargyl bromide | HCID 7842 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178515864 | HCID 178515864 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-(4-Chloro-phenyl)-2-prop-2-ynyloxy-pyridine | HCID 85969606 | — |
Reaction Steps
2 mL (80% in toluene, 18.5 mmol) 3-bromo-propyne are added to a suspension of 3.8 g (18.5 mmol) 5-(4-chloro-phenyl)-pyridin-2-ol and 5.1 g (37 mmol) K2CO3 in 50 mL DMF and the reaction mixture is stirred for 64 h at RT. The mixture is evaporated down i. vac., the residue is combined with 80 mL water, extracted with 150 mL EtOAc and the organic phase is dried over Na2SO4. After the desiccant and solvent have been eliminated the residue is purified by chromatography (silica gel, cyc/EtOAc 2:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618132B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-2fbb8cdabd9e41b390e925e98188f3c7 |
| Source note | uspto-grants-2013_12 |