HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 4-Chloro-2-[[(1r)-4-chloro-1-phenylbutyl]oxy]benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 4-Chloro-2-hydroxybenzonitrile | HCID 3442789 | — |
| Reactant | 4-Chloro-2-[[(1R)-4-(methylamino)-1-phenylbutyl]oxy]benzonitrile ethanedioate | HCID 86588346 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Chloro-2-[[(1r)-4-chloro-1-phenylbutyl]oxy]benzonitrile | HCID 69829345 | 197.8% |
Reaction Steps
Diethyl azodicarboxylate (1.86 g) was added dropwise to a solution of triphenylphosphine (2.81 g), 4-chloro-2-hydroxybenzonitrile (1.49 g) and the product from step (a) (1.79 g) in tetrahydrofuran (5 ml) and toluene (60 ml) at 0° C. and stirred at 0° C. for 4hand at 20° C. for 18 h. The solvent was removed in vacuo and the residue was purified by chromatography on silica eluting with hexane-diethyl ether (4:1) to give the title compound as a colourless oil (2.80 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06743939B2 |
| Source dataset | uspto-grants-2004_06 |
| ORD ID | ord-ff1ee18df3204078b4bad0be70063c05 |
| Source note | uspto-grants-2004_06 |