HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 4-Bromobenzylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-Bromobenzyl azide | HCID 10987565 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-Bromobenzylamine | HCID 77571 | 63% |
Reaction Steps
To a stirred solution of azide 55 (0.75 g, 3.54 mmol) in anhydrous methanol (10 mL) was added triphenylphosphine (1.39 g, 5.31 mmol) and the mixture was heated under reflux for 1.5 hours. The reaction mixture was cooled to room temperature and the solvent was removed under reduced pressure. The residue was purified by flash column chromatography on silica gel (acetone-hexane) to yield product 56 in 63% yield (0.41 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102622B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-64ec4365084a4e599d116e72968b65f5 |
| Source note | uspto-grants-2015_08 |