Phenol → HCID 20455137, compound

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 was refluxed for 24 hours, while stirring. The solid constituents were filtered off and the filtrate was then concentrated under reduced pressure; the oily residue was taken up in 1,500 ml of methylene chloride, and the solution was extracted with 10×200 ml of 15% strength by weight aqueous sodium hydroxide solution. The organic phase was then extracted with twice 300 ml of water, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. Distillation of the residue gave, at 92°-98° C./0.4 mbar, 395 g of colorless 1-bromo-3-phenoxybutane, which solidified in the receiver; melting point 33°-36° C.

1. temperaturewas refluxed for 24 hours
2. filtrationThe solid constituents were filtered off
3. concentrationthe filtrate was then concentrated under reduced pressure
4. extractionthe solution was extracted with 10×200 ml of 15% strength by weight aqueous sodium hydroxide solution
5. extractionThe organic phase was then extracted with twice 300 ml of water
6. dry with materialdried over magnesium sulfate
7. filtrationfiltered
8. concentrationconcentrated under reduced pressure
9. distillationDistillation of the residue

ORD record

ord-710dffe0700546528e99b804bd82d8ab

Source dataset

uspto-grants-1984_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04456608