Furylacrylic acid

white to light yellow crystal powde

1. Derived from the reaction of furfural and malonic acid. Add furfural and malonic acid to pyridine, heat to reflux for 2h, cool, add water, and add concentrated ammonia with stirring until the acid is almost completely dissolved. The solution is filtered, the filter cake is washed with a small amount of water, the filtrate and the washing liquid are combined, acidified by hydrochloric acid, and then heated on a boiling water bath for 1.5-2h. The precipitated precipitate is filtered out, washed with water, and dried to obtain a finished product with a yield of 90-92%. 2. It is obtained by oxidation of furan acrolein [623-30-3] and acid precipitation. The mixture of water, furan acrolein, silver oxide and water is added to the reaction pot, and oxygen is introduced at about 25°C while stirring. After 10 minutes, add 35-50% sodium hydroxide solution dropwise, add 1/2 amount within 1 hour, the temperature is lower than 40℃, the other half of sodium hydroxide solution is added within 10 minutes, and then oxygenate for 10 minutes, control the pH to 11-12, cooling to below 40℃, discharge and filter. The filter cake is silver oxide, which is applied after washing. The washed and filtrate was adjusted to pH 3 with hydrochloric acid, heated to 90°C to dissolve all the precipitated furan acrylic acid crystals, then cooled to 30°C, the crystals were precipitated, filtered, washed with ice water, and dried to obtain furan acrylic acid. 3. Derived from the condensation of furfural and acetic anhydride. In a dry reaction pot, add acetic anhydride, furfural and anhydrous sodium acetate, stir and reflux at 150°C for 7 hours, add crushed ice, and filter out the crude product. Suspend the crude product in hot water and heat, add alkali to adjust the pH to 5.9-6. After the crude product is completely dissolved, activated carbon is added to decolor at 90°C, filtered, and the filtrate is adjusted to pH 3 with hydrochloric acid at 50-60°C, crystals are precipitated, filtered, washed with water, and dried to obtain furan acrylic acid. In addition, furfural and acetone are condensed in sodium hydroxide solution to obtain furfurylidene acetone first, and then oxidized with bleaching powder to obtain the product, with a yield of over 65%.

Furan acrylic acid is an intermediate for the treatment of schistosomiasis, furan-propylamine. It is also used to prepare heptanone diacid, pimelic acid, ethylene furan and its esters.

Molecular Weight:138.12
XLogP3:1.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:138.031694049
Monoisotopic Mass:138.031694049
Topological Polar Surface Area:50.4
Heavy Atom Count:10
Complexity:151
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes