HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 23592304, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 4-chloro-N-(2,5-dichlorophenyl)benzenesulfonamide | HCID 310132 | — |
| Reactant | HCID 13623585 | HCID 13623585 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 23592304 | HCID 23592304 | 55% |
Reaction Steps
To N-(2,5-dichlorophenyl)-4-chlorobenzenesulfonamide (5.0 g, 15 mmol), (S) -4-trityloxy-butan-2-ol (7.7 g, 22 mmol), and triphenylphosphine (5.8 g, 22 mmol) in THF (200 mL) at 0° C. was added diethyl azodicarboxylate (3.8 g, 22 mmol). The reaction was allowed to warm to ambient temperature with stirring 18 h The reaction was then diluted with EtOAc and washed with H2O, 1N HCl, and brine. The organic phase was dried over MgSO4, filtered, and concentrated in vacuo. Silica gel chromatography (15% EtOAc/hexanes) of the concentrate afforded the title compound as a white solid (5.25 g, 55% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06989399B2 |
| Source dataset | uspto-grants-2006_01 |
| ORD ID | ord-69a21542ecef4b6aac82b1c31822f9e3 |
| Source note | uspto-grants-2006_01 |