HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 3-Chloro-5-methyl-4-[4-(5-trifluoromethyl-2-pyridyloxy)butyloxy]-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 | 2-Chloro-6-methyl-4-(3,3-dichloro-2-propenyloxy)phenol | HCID 18504695 | — |
| Reactant | 2-(4-Hydroxybutyloxy)-5-trifluoromethylpyridine | HCID 22318618 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Chloro-5-methyl-4-[4-(5-trifluoromethyl-2-pyridyloxy)butyloxy]-1-(3,3-dichloro-2-propenyloxy)benzene | HCID 18504563 | 93.3% |
Reaction Steps
To a solution of 0.26 g of 2-(4-hydroxybutyloxy)-5-trifluoromethylpyridine, 0.3 g of 2-chloro-6-methyl-4-(3,3-dichloro-2-propenyloxy)phenol and 0.31 g of triphenylphosphine dissolved in 30 ml of dichloromethane was added dropwise a solution of 0.24 g of diisopropyl azodicarboxylate dissolved in 5 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 0.50 g of 3-chloro-5-methyl-4-[4-(5-trifluoromethyl-2-pyridyloxy)butyloxy]-1-(3,3-dichloro-2-propenyloxy)benzene (89% yield), nD23.0 1.5275.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06268313B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-933251d20d3a4aff8b01a64779f7b08d |
| Source note | uspto-grants-2001_07 |