HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isobutylamine → Ethyl 3-(2-isobutylcarbamoylphenyl)-2-methylacrylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isobutylamine | HCID 6558 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733286 | — |
| Reactant | 2-(2-Ethoxycarbonylpropen-1-yl)benzoic acid | HCID 69054538 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 3-(2-isobutylcarbamoylphenyl)-2-methylacrylate | HCID 69060490 | 79.5% |
Reaction Steps
Ethyl 3-(2-isobutylcarbamoylphenyl)-2-methylacrylate is prepared as described in Example 30, starting with 1.17 g (5.0 mmol) of 2-(2-ethoxycarbonylpropen-1-yl)benzoic acid in 10 cm3 of dimethylformamide, a solution of 0.69 cm3 (5.0 mmol) of triethylamine, 1.64 g (5.0 mmol) of O-[(cyano(ethoxycarbonyl)methylene)amino]-1,1,3,3-tetramethyluronium tetrafluoroborate (“TOTU”) in 6 cm3 of dimethylformamide and a second solution consisting of 366 mg (5.0 mmol) of isobutylamine, 0.69 cm3 (5.0 mmol) of triethylamine in 10 cm3 of dimethylformamide. 1.15 g of ethyl 3-(2-isobutylcarbamoylphenyl)-2-methylacrylate are thus obtained in the form of a yellowish oil, which can be reacted in the following step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07589117B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-f7060408454f4a4a8edf63081734b9b2 |
| Source note | uspto-grants-2009_09 |