HuagongsheHuagongshe Chemistry Print Report · For research reference only
Glycidol → HCID 22607599, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Glycidol | HCID 11164 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Di-tert-butyl azodicarboxylate | HCID 97268 | — |
| Reactant | 3-Bromo-5-hydroxypyridine | HCID 599529 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22607599 | HCID 22607599 | 73% |
Reaction Steps
To a solution of 5-Bromo-pyridin-3-ol (0.50 g, 2.87 mmol), oxiranyl-methanol (0.38 mL, 5.74 mmol) and triphenylphosphine (1.50 g, 5.74 mmol) in anhydrous THF (20 mL) was added di-tert-butyl azodicarboxylate (DBAD) (1.32 g, 5.74 mmol) and the reaction mixture stirred at room temperature for 18 hrs and concentrated. The residue was purified by flash column chromatography on silica gel eluting with 10%-35% ethyl acetate/hexanes to provide the desire product (0.48 g, 73%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06831175B2 |
| Source dataset | uspto-grants-2004_12 |
| ORD ID | ord-f323b91f989e4539a43802799f4d26eb |
| Source note | uspto-grants-2004_12 |