HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(Trifluoromethoxy)benzoyl Chloride → [Cyclopropyl-(4-trifluoromethoxy-benzoyl)-amino]-acetic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(Trifluoromethoxy)benzoyl Chloride | HCID 142110 | — |
| Reactant | Glycine, N-cyclopropyl-, ethyl ester | HCID 22476174 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | [Cyclopropyl-(4-trifluoromethoxy-benzoyl)-amino]-acetic acid ethyl ester | HCID 67133328 | 80% |
Reaction Steps
To a vigorously stirred solution of 4.9 g (34 mmol) of cyclopropylamino-acetic acid ethyl ester in 50 ml of CH2Cl2 and 25 ml of saturated sodium hydrogen carbonate was added a solution of 8.4 g (37 mmol) of 4-(trifluoromethoxy)benzoyl chloride in 10 ml of CH2Cl2 and the reaction stirred for 1 h. The organic phase was then separated, dried with sodium sulfate and concentrated. Purification by flash column chromatography [n-heptane/EtOAc 1:9 to 3:7] afforded 8.9 g (80%) of the title compound as a colorless oil. MS: 332.1 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07935707B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-f28b5a8b40a249728586f15b19888ff6 |
| Source note | uspto-grants-2011_05 |