HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → (2-Carboxyethyl)triphenylphosphonium bromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 3-Bromopropionic acid | HCID 11553 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (2-Carboxyethyl)triphenylphosphonium bromide | HCID 2733850 | 68.5% |
Reaction Steps
Reflux a solution of triphenylphosphine (91.3 g, 348 mmol, 1.05 equivalents) and 3-bromopropionic acid (50.7 g, 331 mmol) in acetonitrile (250 ml) for three hours, allow to sit at room temperature overnight. Add ether (400 ml) and cool in the freezer for two hours. Filter solids, rinse with ether, and dry solids under high vacuum to obtain the title compound (94.1 g, 68%). NMR (400 MHz, CDCl3): δ 3.15 (m, 2H), 3.73 (m, 2H), 7.69-7.83 (m, 15H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07728150B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-060003a7a2704584a930000b029c00b0 |
| Source note | uspto-grants-2010_06 |