HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 66667735, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Bromobenzyl bromide | HCID 68527 | — |
| Reactant | 2,5-Dichloro-4-(trifluoromethyl)pyridine | HCID 26986016 | — |
| Product | HCID 66667735 | HCID 66667735 | 71% |
Reaction Steps
To a solution of 4-bromobenzylbromide (0.43 g, 2.3 mmol) in tetrahydrofuran (8 mL) at 0° C. was added sodium hydride (60% w/w dispersion in oil; 138 mg, 3.45 mmol). The mixture was stirred for 1 hour at room temperature, then 2,5-dichloro-4-trifluoromethylpyridine (0.5 g, 2.3 mmol) was added in one portion and the reaction heated under reflux for 4 hours. The reaction mixture was cooled and partitioned between ethyl acetate (30 mL) and water (10 mL). The organic layer was dried over magnesium sulfate, filtered and evaporated in vacuo to give the crude title compound (0.61 g, 71%). This was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102621B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-5a942bbecdbc47e6864c8f875e64d4a1 |
| Source note | uspto-grants-2015_08 |