HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 57591440, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Propanedioic acid, 2-phenyl-, 1-(phenylmethyl) ester | HCID 117278 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 57591499 | HCID 57591499 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57591440 | HCID 57591440 | 29% |
Reaction Steps
A mixture of 0.7 g (2.1 mmol) (3,4-Dimethoxy-phenyl)-[2-(4-trifluoromethyl-phenyl)-ethyl]-amine, 0.58 g (2.1 mmol) 2-phenyl-malonic acid monobenzylester (commercially available), 0.83 g (2.5 mmol) TBTU and 0.43 g (4.3 mmol) NEt3 in 15 mL DMF was stirred at room temperature for 16 h. After evaporation to dryness the residue was treated with HCl aq. and DCM. The combined organic phases were washed with HCl aq., dried with MgSO4 and evaporated to dryness. The residue was purified by flash column chromatography on silica eluting with a gradient formed from ethyl acetate and heptane. The product containing fractions were combined and evaporated to dryness to yield 0.35 g (29%) of the title compound. MS(m/e): 578.3 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07501541B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-b788071888c243319146f7e8d516f378 |
| Source note | uspto-grants-2009_03 |