HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 13654385, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 851859-50-2 | HCID 23325086 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Aluminum | HCID 5359268 | — |
| Product | HCID 13654385 | HCID 13654385 | 78.3% |
Reaction Steps
N-bromosuccinimide (146 mg, 0.820 mmol) was added to resin-bound triphenylphosphine (274 mg, 0.822 mEquiv, Fluka) and 2-{[(3-fluorophenyl)methyl]oxy}ethanol (70 mg, 0.411 mmol) in DCM (4 mL). The reaction vial was sealed with a Teflon-lined cap, wrapped in aluminum foil, and shaken at rt for 17 h. The reaction was filtered through a SPE cartridge (5 g silica) eluting with the following 10 mL fractions: DCM (fraction 1), 30% EtOAc/hexanes (fraction 2), and 50% EtOAc/hexanes (fraction 3) to give the title compound (75 mg, 78%). The product was characterized by 1H NMR (400 MHz) in CDCl3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575347B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-810b26a290ee46f2b88841d8b9d5d7d7 |
| Source note | uspto-grants-2013_11 |