Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | 1,4-Dibromobutane | HCID 8056 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Solvent | Cyclopentanone | HCID 8452 | — |
| Product | HCID 20455137 | HCID 20455137 | 49.3% |
Reaction Steps
A mixture of 329 g of phenol, 484 g of dry potassium carbonate, 756 g of 1,4-dibromobutane and 1,000 ml of cyclopentanone is refluxed for 24 hours, whilst stirring. The solid constituents are filtered off and the filtrate is then concentrated under reduced pressure; the oily residue is taken up in 1,500 ml of methylene chloride and this solution is extracted ten times with 200 ml of 15 percent strength aqueous sodium hydroxide solution at a time. The organic phase is then extracted twice with 300 ml of water at a time, dried over magnesium sulate, filtered and concentrated under reduced pressure. Distillation of the residue gives, at 92°-98° C./0.4 mbar, 395 g of colorless 1-bromo-3-phenoxybutane, which solidifies in the receiver; melting point 33°-36° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04380546 |
|---|
| Source dataset | uspto-grants-1983_04 |
|---|
| ORD ID | ord-f1779171f0cc4a5cb76179387a3e1abf |
|---|
| Source note | uspto-grants-1983_04 |
|---|