HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(Methylthio)-1-propanol → HCID 116095890, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(Methylthio)-1-propanol | HCID 10448 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Di-tert-butyl azodicarboxylate | HCID 97268 | — |
| Reactant | 3-Bromo-5-hydroxypyridine | HCID 599529 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 116095890 | HCID 116095890 | 59.2% |
Reaction Steps
To a solution of PPh3 (20 g, 76 mmol) in THF (20 mL) is added a solution of 5-bromo-pyridin-3-ol (5.0 g, 29 mmol) in THF (10 mL). Then a solution of di-tert-butyl azodicarboxylate (16 g, 69 mmol) in THF (10 ml) is added. The mixture is stirred at room temperature for 30 min and 3-methylsulfanyl-propan-1-ol (3.3 g, 31 mmol) is added. The mixture is stirred at room temperature for 16 hrs. Then the solid is filtered and the filterate is concentrated. The residue is purified by flash column chromatography to give 4.5 g of 3-bromo-5-(3-methylsulfanyl-propoxy)-pyridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181272B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-e8501182663e4f6bb116eb896f3567fb |
| Source note | uspto-grants-2015_11 |