HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Bromide → HCID 14857837, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 10925060 | HCID 10925060 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 14857837 | HCID 14857837 | 70.6% |
Reaction Steps
A solution of (E)-methyl 2-(2-((3-hydroxyphenoxy)methyl)phenyl)-3-methoxyacrylate (0.2 g, 0.63 mmol) obtained in Step 1, benzyl bromide (0.1 mL, 0.84 mmol) and cesium carbonate (0.31 g, 0.95 mmol) in 20 mL of acetonitrile (CH3CN) was stirred at room temperature for 3 hours after which the reaction solvent was removed by concentration in a vacuum. The residue was stirred in water (20 mL) and the aqueous layer was extracted twice with 20 mL of dichloromethane. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated in a vacuum. The concentrate was purified by silica gel chromatography to afford (E)-methyl 2-(2-((3-(benzyloxy)phenoxy)methyl)phenyl)-3-methoxyacrylate as a white solid (0.18 g, yield 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772290B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-8e5ff9e511bc465784e40711d4556c9a |
| Source note | uspto-grants-2014_07 |