HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 3-(3-Trifluoromethoxy-phenyl)-acrylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 735839 | HCID 735839 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(3-Trifluoromethoxy-phenyl)-acrylamide | HCID 69489696 | 45% |
Reaction Steps
To a suspension of 3-(3-trifluoromethoxy-phenyl)-acrylic acid (2.21 g, 9.53 mmol) in THF (15 ml) and N,N-dimethyl formamide (0.2 ml) a solution oxalyl chloride (2.42 g, 19.06 mmol) was added dropwise at 0° C. within 45 min. Stirring was continued at 0–5° C. for 30 min. and 3 h at room temperature thereafter. The resulting solution was cooled to 0–5° C. again and then added within 15 min. to 12 ml of a 25% aqueous ammonia solution. After stirring for 30 min. the precipitated amide was collected, washed with water and dried at 40° C. in vacuo yielding 0.99 g (45%) 3-(3-trifluoromethoxy-phenyl)-acrylamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07205326B2 |
| Source dataset | uspto-grants-2007_04 |
| ORD ID | ord-fad7de130a1d4940905ed61527860ed2 |
| Source note | uspto-grants-2007_04 |