HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propargyl bromide → HCID 22482846, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propargyl bromide | HCID 7842 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 10678674 | HCID 10678674 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22482846 | HCID 22482846 | 68% |
Reaction Steps
To a mixture of NaH (95%, 278 mg, 11 mmol) in DMF (20 mL) at 0° C., was added 1-(4-fluoro-2-hydroxy-phenyl)-propan-1-one (1.68 g, 10 mmol) in DMF (5 mL). After 15 min at 0° C., was 3-bromo-propyne (3.02 g, 20 mmol) added to the reaction mixture. After 1 h at 0° C., was the reaction mixture allowed to assume room temperature. The reaction mixture was extracted with H2O (100 mL). The H2O phase was washed with Et2O (3×100 mL) and the solvent of the combined organic phases was removed under reduced pressure. The crude product was purified by column chromatography (silica gel, CH2Cl2), to give 1.40 g (68%) of 1-(4-fluoro-2-prop-2-ynyloxy-phenyl)-propan-1-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915295B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-74b15958da8546278a1c6c51b5b58b24 |
| Source note | uspto-grants-2011_03 |