Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Cyclohexylamine | HCID 7965 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | HCID 57667966 | HCID 57667966 | — |
| Catalyst | Copper | HCID 23978 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57667912 | HCID 57667912 | — |
Reaction Steps
To N,N-dimethylformamide 1.0 mL solution of 2-iodo-4-phenoxybenzoic acid 40 mg, were added cyclohexylamine 0.027 mL, copper(I) iodide 3 mg, copper powder 3 mg and N-methylmorpholine 0.040 mL, and it was stirred under application of pressure at 180° C. for 15 minutes. After the reaction mixture was cooled to room temperature,10% citric acid aqueous solution and ethyl acetate were added to it. The organic layer was separated and collected,dried over anhydrous magnesium sulfate, the solvent was removed under reduced pressure. The obtained residue was refined by silica gel column chromatography [Trikonex company, Flash Tube 2008, eluent; hexane:ethyl acetate:acetic acid=20:10:1] to give 2-(cyclohexylamino)-4-phenoxybenzoic acid 5 mg of white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08327467B2 |
|---|
| Source dataset | uspto-grants-2012_12 |
|---|
| ORD ID | ord-d64b373df8034ed09bd2a1c1cf8b2ee5 |
|---|
| Source note | uspto-grants-2012_12 |
|---|
