Water → 4-Chloro-1-(2-chlorophenoxy)-2-butanol

Temperature

50 °C

To a mixture of 129 g. (1 mole) of 2-chlorophenol, 60 g. of potassium hydroxide, 100 ml. of water and 400 ml. of isopropanol was added 1.3 moles (185.9 g.) of 1,4-dichloro-2-butanol with stirring at 50° C. The resulting mixture was heated in a steam bath at 65° C. overnight and extracted with 300 ml. of isopropyl ether. The ether extract was washed successively with 1N sodium hydroxide, water and dried over sodium sulfate. The dried ether solution was concentrated and the oily residue was distilled under reduced pressure yielding 152 g. of an oily substance (b.p. 130°-131° C./0.01 mm.).

1. additionTo a mixture of 129 g
2. temperatureThe resulting mixture was heated in a steam bath at 65° C. overnight
3. extractionextracted with 300 ml
4. extractionThe ether extract
5. washwas washed successively with 1N sodium hydroxide, water
6. dry with materialdried over sodium sulfate
7. concentrationThe dried ether solution was concentrated
8. distillationthe oily residue was distilled under reduced pressure
9. customyielding 152 g

ORD record

ord-f93afda983014f09ae4c793d4635a731

Source dataset

uspto-grants-1984_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04463190