HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → (S)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-2-nitropyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 3-Hydroxy-2-nitropyridine | HCID 27057 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | (R)-1-(2,6-dichloro-3-fluorophenyl)ethanol | HCID 11344814 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (S)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-2-nitropyridine | HCID 86327669 | — |
Reaction Steps
The compound (R)-1-(2,6-dichloro-3-fluorophenyl)ethanol (12 g, 57.42 mmol) was dissolved in tetrahydrofuran (110 mL), 2-nitro-3-hydroxypyridine (8.84 g, 63.16 mmol) and triphenylphosphine (21.06 g, 80.39 mmol) were added, and the reaction mixture was stirred for 1 h at room temperature. Diisopropyl azodicarboxylate (16.26 g, 80.39 m mol) was added dropwise under the cooling of ice bath. The temperature of the reaction liquid was raised to 30° C., and the reaction was stirred overnight. After TLC test has showed that reaction was completed, the reaction liquid was concentrated under reduced pressure;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952002B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-39ed635b119a4c2984d5eeded2240137 |
| Source note | uspto-grants-2015_02 |