HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 2823185, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Bromonicotinic acid | HCID 88707 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Product | HCID 2823185 | HCID 2823185 | 19% |
Reaction Steps
To a solution of 5-bromonicotinic acid (20.0 g, 99.0 mmol) in ethanol (300 mL) was added DPPA (21.6 mL, 100.0 mmol) followed by triethylamine (14.3 mL, 103.0 mmol) then refluxed overnight. After cooling, a half amount of solvent was removed by evaporation. The ethanol solution was extracted with ethyl acetate. The organic layer was washed with NaHCO3 (aq) and brine, dried over Na2SO4 then evaporated. Sequence purification on SiO2 column chromatography gave the title compound (4.55 g, 19%): MS m/e 245, 246 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07238813B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-aee01e85cbab4ff8a17eed60c3e55084 |
| Source note | uspto-grants-2007_07 |