HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 3-Acetyl-1-chloro-5-(3,3-dichloroprop-2-enyloxy)-2-[4-(5-trifluoromethylpyrid-2-yloxy)butyloxy]benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 3-Acetyl-1-chloro-5-(3,3-dichloroprop-2-enyloxy)-2-hydroxybenzene | HCID 11415201 | — |
| Reactant | 2-(4-Hydroxybutyloxy)-5-trifluoromethylpyridine | HCID 22318618 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Acetyl-1-chloro-5-(3,3-dichloroprop-2-enyloxy)-2-[4-(5-trifluoromethylpyrid-2-yloxy)butyloxy]benzene | HCID 22318626 | — |
Reaction Steps
Under an atmosphere of protective gas, 0.1 g of 3-acetyl-1-chloro-5-(3,3-dichloroprop-2-enyloxy)-2-hydroxybenzene, 0.08 g of 4-(5-trifluoromethylpyrid-2-yloxy)butan-1-ol and 0.093 g triphenylphosphine were dissolved in 2 ml of dry tetrahydrofuran (THF). With ice-bath cooling, 56 μl of diethyl azodicarboxylate were added dropwise. After about 30 minutes, the ice-bath was removed, and the mixture was stirred at room temperature for 15 hours. The mixture was then concentrated under reduced pressure and the residue was taken up in a mixture of ethyl acetate and water. After shaking, the organic phase was isolated, dried and concentrated under reduced pressure. The crude product was purified chromatographically. Yield: 0.051 g (35%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06949551B2 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-9296e77940484e1cb130ab4d7d22df3c |
| Source note | uspto-grants-2005_09 |