HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 3,5-Dichloro-1-(3,3-dichloro-2-propenyloxy)-4-(3-(4-bromophenoxy) propyloxy)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | 4-(3,3-Dichloro-2-propenyloxy)-2,6-dichlorophenol | HCID 11346738 | — |
| Reactant | 3-(4-Bromophenoxy)propan-1-ol | HCID 18761018 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3,5-Dichloro-1-(3,3-dichloro-2-propenyloxy)-4-(3-(4-bromophenoxy) propyloxy)benzene | HCID 53770648 | 65.3% |
Reaction Steps
To a solution of 0.30 g of 2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenol, 0.24 g of 3-(4-bromophenoxy)-1-propanol and 0.27 g of triphenylphosphine dissolved in 10 ml of tetrahydrofuran was added dropwise a solution of 0.21 g of diisopropylazodicarboxylate dissolved in 5 ml of tetrahydrofuran, 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 0.34 g of 3,5-dichloro-1-(3,3-dichloro-2-propenyloxy)-4-(3-(4-bromophenoxy) propyloxy)benzene (65% yield), nD25.0 1.5917.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05872137 |
| Source dataset | uspto-grants-1999_02 |
| ORD ID | ord-c791cd02ff114542bb619cb58c800b4a |
| Source note | uspto-grants-1999_02 |