HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3,5-dichloro-4-(3-(N-(4-trifluoromethoxyphenyl)carbamoyl)propyloxy)-1-(3,3-dichloro-2-propenyloxy)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 4-(Trifluoromethoxy)aniline | HCID 600848 | — |
| Reactant | 4-(2,6-Dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)butyric acid | HCID 22006733 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3,5-dichloro-4-(3-(N-(4-trifluoromethoxyphenyl)carbamoyl)propyloxy)-1-(3,3-dichloro-2-propenyloxy)benzene | HCID 22006869 | 72% |
Reaction Steps
To a solution of 0.26 g of 4-(2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)-phenoxy)butyric acid and 0.07 g of triethylamine dissolved in 5 ml of dichloromethane was added dropwise 0.14 g of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (WSC) hydrochloride, while stirring under ice cooling. After stirring for 30 minutes, a solution of 0.12 g of 4-trifluoromethoxyaniline dissolved in 5 ml of dichloromethane was added dropwise. After stirring at room temperature for 12 hours, the reaction mixture was concentrated to give a residue. The residue was subjected to silica gel chromatography, which afforded 0.26 g of 3,5-dichloro-4-(3-(N-(4-trifluoromethoxyphenyl)carbamoyl)-propyloxy)-1-(3,3-dichloro-2-propenyloxy)benzene (70% yield), m.p., 88.8° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06214835B1 |
| Source dataset | uspto-grants-2001_04 |
| ORD ID | ord-8e81e2ba7ffa43e2bc4fb195f85e7366 |
| Source note | uspto-grants-2001_04 |