HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (E)-ethyl 3-(3-((methoxymethoxy)methyl)phenyl)acrylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acrylate | HCID 8821 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | 1-Bromo-3-[(methoxymethoxy)methyl]benzene | HCID 11447578 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (E)-ethyl 3-(3-((methoxymethoxy)methyl)phenyl)acrylate | HCID 131736029 | — |
Reaction Steps
Under a nitrogen atmosphere, a crude product of 1-bromo-3-((methoxymethoxy)methyl)benzene (3.60 g), triethylamine (6.50 mL), palladium acetate (175 mg), tri-o-tolylphosphine (711 mg) and ethyl acrylate (8.4 mL) were stirred in DMF (30 mL) at 110° C. for 1 hr. The solvent of the reaction mixture was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (3.41 g) as a pale-yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382188B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-cea30461553949a49694e8212e9a80e1 |
| Source note | uspto-grants-2016_07 |