HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Alcohol → HCID 20616878, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | HCID 22714070 | HCID 22714070 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 20616878 | HCID 20616878 | 63% |
Reaction Steps
To a solution of 2-{3-[(t-butoxy)carbonylamino]cyclohexyl}acetic acid (3.43 g, 13.35 mmol), Et3N (3.75 mL, 26.96 mmol) in toluene (86 mL) under N2 was added DPPA (5.8 mL, 26.96 mmol) and benzyl alcohol (4.28 mL, 41.38 mmol). The solution was heated to reflux overnight. The reaction was cooled to room temperature, diluted with EtOAc, washed (1.0N NaOH then brine), dried (MgSO4), filtered, and concentrated. Column chromatography (silica gel, hexanes/EtOAc gradient) gave the title compound (3.05 g, 63%). Mass Spectrum (ES+) (m/z) 263.1 [M−BOC].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06686376B2 |
| Source dataset | uspto-grants-2004_02 |
| ORD ID | ord-687e0b4d134046bc84858e8d1b08ff45 |
| Source note | uspto-grants-2004_02 |