Potassium Hydroxide → HCID 66905882, compound

A solution of potassium hydroxide (1.3 g, 22.2 mol) in water (20 ml) was added to a stirred solution of ethyl 2-ethoxy-3-(3-nitrophenyl)acrylate (5.6 g, 21.1 mmol) in methanol (100 ml) and the resulting mixture heated to reflux overnight. The methanol was then evaporated in vacuo and the residue diluted with water (150 ml). The solution was washed with dichloromethane (2×80 ml), filtered through a pad of celite and then acidified by the addition of 3M HCl to pH 3. The mixture was refrigerated for 18 h then the precipitated solid was collected by filtration, washed with water (3×30 ml) and dried in vacuo at 40° C. The resulting solid was recrystallized from ethyl acetate and heptane to give 2-ethoxy-3-(3-nitrophenyl)acrylic acid as a yellow solid (3.06 g, 61%).

1. temperaturethe resulting mixture heated
2. temperatureto reflux overnight
3. customThe methanol was then evaporated in vacuo
4. additionthe residue diluted with water (150 ml)
5. washThe solution was washed with dichloromethane (2×80 ml)
6. filtrationfiltered through a pad of celite
7. additionacidified by the addition of 3M HCl to pH 3
8. filtrationthe precipitated solid was collected by filtration
9. washwashed with water (3×30 ml)
10. customdried in vacuo at 40° C
11. customThe resulting solid was recrystallized from ethyl acetate and heptane

ORD record

ord-b81f21c31dc1412ba1966285138b2220

Source dataset

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08710100B2