HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Butenoic acid, 3-amino-, ethyl ester, (2Z)- → 2-Amino-7-chloro-3,5-dicarboethoxy-4-(m-trifluoromethylphenyl)-6-oxo-2-heptene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Butenoic acid, 3-amino-, ethyl ester, (2Z)- | HCID 643756 | — |
| Reactant | Ethyl 2-(m-trifluoromethylphenyl-phenylmethyl)-4-chloro-3-oxobutanoate | HCID 20037480 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-Amino-7-chloro-3,5-dicarboethoxy-4-(m-trifluoromethylphenyl)-6-oxo-2-heptene | HCID 86743131 | 66.5% |
Reaction Steps
A solution of ethyl 2-(m-trifluoromethylphenyl-phenylmethyl)-4-chloro-3-oxobutanoate (8 g) and ethyl 3-aminocrotonate (3.4 g) in EtOH (80 ml) is heated to reflux temperature for 10 minutes, then it is cooled at room temperature and after usual work-up the residue is purified by column-chromatography on silica-gel (300 g, eluent Et2O/isopropylether 50/50) to give 6 g of 2-amino-7-chloro-3,5-dicarboethoxy-4-(m-trifluoromethylphenyl)-6-oxo-2-heptene as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04839348 |
| Source dataset | uspto-grants-1989_06 |
| ORD ID | ord-f4184322056e40b1ad58f18a5fb71230 |
| Source note | uspto-grants-1989_06 |