Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Edukt | 2,4,6-Trifluorobenzoic acid | HCID 520373 | — |
| Edukt | HCID 68851238 | HCID 68851238 | — |
| Lösungsmittel | Benzene | HCID 241 | — |
| Produkt | HCID 68851040 | HCID 68851040 | 74% |
Reaktionsschritte
2,4,6-Trifluorobenzoic acid (148.8 mg), diphenylphosphoryl azide (223.3 mg) and triethylamine (105.1 mg) were added to benzene (8 mL) and the mixture was heated under reflux. Fifty minutes later, a solution of N-heptyl-N-[[2′-[N-(triphenylmethyl)tetrazol-5-yl]-1,1′-biphenyl-4-yl]methyl]amine (393.7 mg) in benzene (3 mL) was added to the reaction mixture, and under reflux, heating was continued. Upon elapsed time of 45 minutes after the addition of the solution, the reaction mixture was concentrated under reduced pressure. Ethyl acetate (40 mL) was added to the residue, and the resulting mixture was washed successively with 5% hydrochloric acid, water, a saturated sodium bicarbonate solution and brine (40 mL, each). The organic layer was dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was subjected to chromatography on a silica gel column (hexane/ethyl acetate) to afford N′-heptyl-N-(2,4,6-trifluorophenyl)-N′-[[2′-[N-(triphenylmethyl)tetrazol-5-yl]-1,1′-biphenyl-4-yl]methyl]urea as a colorless amorphous mass (369.1 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US07531576B2 |
|---|
| Quelldatensatz | uspto-grants-2009_05 |
|---|
| ORD ID | ord-b98e816bba8844feb006a99d8dff52de |
|---|
| Quellennotiz | uspto-grants-2009_05 |
|---|