HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 3,5-Dichloro-1-(3,3-dichloro-2-propenyloxy)-4-(4-(2,2-diethoxyethoxy)butyloxy)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | 4-(3,3-Dichloro-2-propenyloxy)-2,6-dichlorophenol | HCID 11346738 | — |
| Reactant | 4-(2,2-Diethoxyethoxy)butanol | HCID 18430111 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3,5-Dichloro-1-(3,3-dichloro-2-propenyloxy)-4-(4-(2,2-diethoxyethoxy)butyloxy)benzene | HCID 18429393 | 92.1% |
Reaction Steps
To a mixture of 2.30 g of 4-(2,2-diethoxyethoxy)butanol, 2.94 g of 2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenol, 2.94 g of triphenylphosphine and 30 ml of tetrahydrofuran was slowly added dropwise 2.48 g of diisopropyl azodicarboxylate with stirring under ice cooling. After stirring at room temperature for 24 hours, the reaction mixture was concentrated. The residue was subjected to silica gel chromatography, which afforded 4.48 g of 3,5-dichloro-1-(3,3-dichloro-2-propenyloxy)-4-(4-(2,2-diethoxyethoxy)butyloxy)benzene (yield, 73%), nD24.5 1.5165.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06140274 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-7b8ec5e7036342029bc2f0684bd4f2b8 |
| Source note | uspto-grants-2000_10 |