HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 117667291, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Benzyl bromoacetate | HCID 62576 | — |
| Reactant | (5-Bromo-3-pyridinyl)methanol | HCID 2784733 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 117667291 | HCID 117667291 | 22.9% |
Reaction Steps
(5-Bromo-pyridin-3-yl)-methanol (25.0 g, 0.13 mol) is added to a solution of NaH (6.45 g, 0.27 mol) in THF (500 ml) at 0° C. and stirred at room temperature for 30 min. Benzyl bromoacetate (34.4 g, 0.15 mol) is added to this solution at 0° C. and stirred at room temperature overnight. The mixture is quenched with water and diluted with DCM. The organic layer is dried over Na2SO4 and concentrated in vacuo. The product is chromatographed on silica gel to give (5-bromo-pyridin-3-ylmethoxy)-acetic acid benzyl ester (10 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181272B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-28f1b2b07d534fa2a53750da408aeb18 |
| Source note | uspto-grants-2015_11 |