Water → (2,4-Dichlorophenoxy)Acetic Acid

Sodium hydride (60 mg) was dissolved in dimethylformamide (3 ml) to prepare a solution. A dimethylformamide solution (5 ml) of 2,4-dichlorophenol (245 mg) was then added to the solution, and the mixture was stirred at room temperature for 10 min. Subsequently, a dimethylformamide solution (5 ml) of bromomethylacetate (344 mg) was added thereto, and the mixture was further stirred at room temperature for 90 min. Water was added to stop the reaction, and the reaction solution was extracted with ethyl acetate, followed by washing with water and saturated brine. The extract was then dried over sodium sulfate. After the concentration of the extract, a 5% aqueous sodium hydroxide solution (10 ml) was added thereto, and the mixture was stirred at 80° C. for 10 hr. Subsequently, the solution was acidified by the addition of 1 N hydrochloric acid. The resultant white precipitate was collected by filtration and was dried to give 2-(2,4-dichlorophenoxy)acetic acid (310 mg, yield 94%).

1. customto prepare a solution
2. stirringthe mixture was further stirred at room temperature for 90 min
3. customthe reaction
4. extractionthe reaction solution was extracted with ethyl acetate
5. washby washing with water and saturated brine
6. dry with materialThe extract was then dried over sodium sulfate
7. additionAfter the concentration of the extract, a 5% aqueous sodium hydroxide solution (10 ml) was added
8. stirringthe mixture was stirred at 80° C. for 10 hr
9. additionSubsequently, the solution was acidified by the addition of 1 N hydrochloric acid
10. filtrationThe resultant white precipitate was collected by filtration
11. customwas dried

ORD record

ord-05ba28c038d04397a965851de28bf8a9

Source dataset

uspto-grants-2006_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07135466B2