HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chlorophenol → 1-Chloro-4-[(5,5-dichloro-3,3-dimethylpent-4-en-1-yl)oxy]benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chlorophenol | HCID 4684 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,1,5-Trichloro-3,3-dimethylpent-1-ene | HCID 15584327 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Diglyme | HCID 8150 | — |
| Product | 1-Chloro-4-[(5,5-dichloro-3,3-dimethylpent-4-en-1-yl)oxy]benzene | HCID 13241422 | 86% |
Reaction Steps
128 g (1 mol) of 4-chlorophenol, 201 g (1 mol) of 1,1,5-trichloro-3,3-dimethyl-1-pentene (II) and 138 g (1 mol) of potassium carbonate in 1 liter of diethylene glycol dimethyl ether are heated under reflux for 10 hours. The mixture is then diluted with methylene chloride and extracted by shaking several times with water. The organic phase is freed of solvent on a rotary evaporator and then distilled at a boiling point of 135°-140° C./0.1 mbar. 252 g (0.86 mol, which is 86% of theory) of 5-(4-chlorophenoxy)-1,1-dichloro-3,3-dimethyl-1-pentene are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04495370 |
| Source dataset | uspto-grants-1985_01 |
| ORD ID | ord-ac6721fb313b425794815e738f6bb3d3 |
| Source note | uspto-grants-1985_01 |