HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 49782231, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Phenylprop-2-enoyl chloride | HCID 66023 | — |
| Reactant | 2-Fluorobenzamide | HCID 67964 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 49782231 | HCID 49782231 | 70.9% |
Reaction Steps
Under an argon atmosphere, 2-fluorobenzamide (1.41 g, 10.0 mmol), sodium hydride (60% dispersion in mineral oil, 1.04 g, 25.0 mmol) and tetrahydrofuran (3 mL) were stirred under ice-cooling. A solution of cinnamoyl chloride (1.68 g, 10.0 mmol) in tetrahydrofuran (3 mL) was added thereto, and the mixture was warmed to room temperature. After stirring for 1 hr, to the mixture was added diluted hydrochloric acid, and the mixture was extracted with ethyl acetate. The organic layer was washed with aqueous sodium hydrogencarbonate, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was crystallized from ethyl acetate/n-hexane to give the title compound (1.91 g) as a white solid. The yield was 70%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580804B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-dd521e5027864df085e901cb619c9861 |
| Source note | uspto-grants-2013_11 |