Phenol → 4-Chloro1-phenoxy-2-butanol

Temperature

60 °C

To a mixture which contained 282 g (3 moles) of phenol, one liter of water and 300 ml of 50% sodium hydroxide was added slowly with stirring at 60° C., 443.36 g (3.1 mole) of 1,4-dichlorobutanol. Stirring was continued at 60° C. for 16 hr. The resulting mixture was extracted twice with one liter of ether and the combined ether extracts were washed with water to neutrality and dried overnight over sodium sulfate. The dried ether mixture was concentrated to dryness under reduced pressure. The residue was distilled and yielded 435 g of product which was collected at 135°-138° C./0.05 mm. The product solidified and was recrystallized using petroleum ether (60°-110° C.) to give a white crystalline solid which melted at 52°-54° C.

1. additionwas added slowly
2. stirringStirring
3. extractionThe resulting mixture was extracted twice with one liter of ether
4. washthe combined ether extracts were washed with water to neutrality
5. dry with materialdried overnight over sodium sulfate
6. concentrationThe dried ether mixture was concentrated to dryness under reduced pressure
7. distillationThe residue was distilled

ORD record

ord-f193300d1b374c2b9339fa9434146cfa

Source dataset

uspto-grants-1989_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04882330