HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropyl chloroformate → n-[2-Chloro-4-(2-diethylamino-ethoxy)-phenyl]-2-(2-chloro-4-trifluoromethyl-phenoxy)-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropyl chloroformate | HCID 7917 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | [2-(3-Chloro-4-aminophenoxy)ethyl]diethylamine | HCID 57082476 | — |
| Reactant | (2-Chloro-4-trifluoromethyl-phenoxy)-acetic acid | HCID 59691547 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | n-[2-Chloro-4-(2-diethylamino-ethoxy)-phenyl]-2-(2-chloro-4-trifluoromethyl-phenoxy)-acetamide | HCID 59691711 | — |
Reaction Steps
0.141 mL (1.080 mmol) chloroformic acid-isopropylester was added dropwise at −10° C. to a solution of 0.254 g (0.982 mmol) (2-chloro-4-trifluoromethyl-phenoxy)-acetic acid (Z2b) and 0.119 mL (1.080 mmol) N-methylmorpholine in 20 mL abs. THF and the mixture was stirred for a further 10 min. 0.250 g (1.031 mmol) 2-chloro-4-(2-diethylamino-ethoxy)-phenylamine (Z27b) was added, the mixture was stirred for 1 h at RT and then evaporated down i. vac. Water was added and the aqueous phase was exhaustively extracted with dichloromethane. The combined org. phases were dried over sodium sulphate, evaporated down i. vac. and the residue stirred with ether. The precipitate was filtered off, washed with ether and dried in a HV.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07351719B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-6c174088f3e5438fb5ba7ad4fd7a9c89 |
| Source note | uspto-grants-2008_04 |