Ethanol → HCID 23110558, compound

To the ethyl (4-amino-2,5-dichlorophenyl)acetate (14) (4.36 g, 17.57 mmol) were added ethanol (30 ml) and 1N NaOH (35 ml), and the mixture was stirred at room temperature for 1 hour. After adding water (30 ml) to the reaction mixture, the reaction mixture was concentrated to about half the volume under reduced pressure. To this concentrate, 1N HCl (36 ml) was added under cooling, and the precipitated crystals were collected by filtration under reduced pressure. After washing the crystals with water, the crystals were air-dried. The resulting crude crystals were dissolved in ethyl acetate:chloroform:methanol (5:5:2, v/v/v, 120 ml), and the solution was filtered under reduced pressure. The filtrate was concentrated under pressure. The precipitated crystals were washed with hexane, and dried under reduced pressure to give (4-amino-2,5-dichlorophenyl)acetic acid (20) (3.69 g, 96%) as fine prism crystals.

1. concentrationthe reaction mixture was concentrated to about half the volume under reduced pressure
2. additionTo this concentrate, 1N HCl (36 ml) was added
3. temperatureunder cooling
4. filtrationthe precipitated crystals were collected by filtration under reduced pressure
5. washAfter washing the crystals with water
6. customthe crystals were air-dried
7. dissolutionThe resulting crude crystals were dissolved in ethyl acetate:chloroform:methanol (5:5:2, v/v/v, 120 ml)
8. filtrationthe solution was filtered under reduced pressure
9. concentrationThe filtrate was concentrated under pressure
10. washThe precipitated crystals were washed with hexane
11. customdried under reduced pressure

ORD record

ord-06288ed9a61746f889fdfd9e6b0901aa

Source dataset

uspto-grants-2008_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07345179B2