HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 59635639, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 2-Fluoroethanol | HCID 9737 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5-Bromo-2-chloropyridine | HCID 2734414 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 59635639 | HCID 59635639 | 40.4% |
Reaction Steps
2-Fluoroethanol (259 mg, 3.90 mmol) was added to a solution of anhydrous tetrahydrofuran (10 mL) containing sodium hydride (NaH 60%, 94 mg, 3.90 mmol) under nitrogen, stirred for 5 minutes, and 5-bromo-2-chloropyridine (96, 500 mg, 2.59 mmol) was added thereto and stirred at room temperature for 3 hours. Water was added to the reaction mixture and organic compounds were extracted with ethyl acetate and evaporated after a treatment with sodium sulfate. Purification was performed by column chromatograph to give the target compound 2-(2-fluoroethoxy)-5-bromopyridine (97b, 230 mg, 40%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08497260B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-63c7c74f73ef4d7fb155eb1c0855a1e4 |
| Source note | uspto-grants-2013_07 |