Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | 1-(Methoxycarbonyl)cyclopropane-1-carboxylic acid | HCID 13861823 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 13134738 | HCID 13134738 | — |
Reaction Steps
300 g of diphenylphosphoryl azide are added to a solution, heated to 80° C., of 1.09 mol of the compound obtained in Step 1 in 1.09 liters of toluene and 153 ml of triethylamine. The reaction is markedly exothermic. When all evolution of gas has ceased, the reaction mixture is cooled to 50° C., 66.3 ml of methanol are added, and the mixture is again heated at 70° C. for 2 hours. After cooling and conventional treatment, chromatography over silica gel (dichloromethane/methanol: 97/3) allows the expected product to be isolated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06943184B2 |
|---|
| Source dataset | uspto-grants-2005_09 |
|---|
| ORD ID | ord-b503db7e746647f09f2645952bedafec |
|---|
| Source note | uspto-grants-2005_09 |
|---|
