Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | HCID 178453624 | HCID 178453624 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 178453647 | HCID 178453647 | — |
Reaction Steps
5.5 g of trans-4-tert-butyloxycarbonylaminomethylcyclohexanecarboxylic acid are dissolved in 250 ml of dioxane and, after addition of 6.5 ml of triethylamine and 5.6 ml of diphenylphosphoryl azide, heated at 130° C. for 1.5 hours. Then 8.7 ml of benzyl alcohol are added and the mixture is heated to boiling for a further 48 hours. After cooling, the dioxane is distilled off in a rotary evaporator, the residue is taken up in ethyl acetate and, after washing with saturated sodium chloride solution and drying over magnesium sulphate, the solvent is distilled off in a rotary evaporator. The residue is triturated with petroleum ether/ether (5:1), filtered off with suction and dried.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05977102 |
|---|
| Source dataset | uspto-grants-1999_11 |
|---|
| ORD ID | ord-722dc45023384159864d08758cc3b7e2 |
|---|
| Source note | uspto-grants-1999_11 |
|---|