HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 3-Chloro-5-methyl-4-[3-(5-trifluoromethyl-2-pyridyloxy)propyloxy]-1-(3,3-dichloro-2-propenyloxy)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | 3-{[5-(Trifluoromethyl)pyridin-2-yl]oxy}propan-1-ol | HCID 11206799 | — |
| Reactant | 2-Chloro-6-methyl-4-(3,3-dichloro-2-propenyloxy)phenol | HCID 18504695 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Chloro-5-methyl-4-[3-(5-trifluoromethyl-2-pyridyloxy)propyloxy]-1-(3,3-dichloro-2-propenyloxy)benzene | HCID 18504576 | 92% |
Reaction Steps
To a solution of 0.33 g of 2-(3-hydroxypropyloxy)-5-trifluoromethylpyridine, 0.40 g of 2-chloro-6-methyl-4-(3,3-dichloro-2-propenyloxy)phenol and 0.41 g of triphenylphosphine dissolved in 30 ml of dichloromethane was added dropwise a solution of 0.32 g of diisopropyl azodicarboxylate dissolved in 3 ml of dichloromethane, while stirring at room temperature. After stirring at room temperature for 24 hours, the reaction mixture was concentrated to obtain a residue. The residue was subjected to silica gel chromatography, which afforded 0.56 g of 3-chloro-5-methyl-4-[3-(5-trifluoromethyl-2-pyridyloxy)propyloxy]-1-(3,3-dichloro-2-propenyloxy)benzene (92% yield), nD23.6 1.5294.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05922880 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-344baecaaf774efaab9f391bab41ac31 |
| Source note | uspto-grants-1999_07 |