Hydrochloric Acid → 2-Propenoic acid, 3-(2-furanyl)-, 1-methylethyl ester

Temperatur

70 °C

1.46 ml of thionyl chloride (20 mmol) were added to a solution of 1.38 g of 3-(2-furyl)acrylic acid (10 mmol) in 10 ml of chloroform and 0.1 ml of DMF. The solution was warmed to 70° C. and kept at this temperature for 1 h, then the solvents were removed under reduced pressure and the residue was dissolved in 6.6 ml of DCM and 3.3 ml of pyridine and subsequently cooled to 0° C. 0.96 ml of 2-propanol (12.5 mmol) was added, the temperature was increased to RT and the reaction mixture was stirred for 2.5 h. It was acidified with 30 ml of 1 M hydrochloric acid and extracted with 150 ml of ethyl acetate. The organic phase was washed with aqueous sodium hydrogencarbonate solution, dried over sodium sulfate, filtered and the solvents were removed under reduced pressure. 1.72 g (yield: 96%) of the title compound were obtained. LC/MS (Method D) (M+H-isopropyl)+ 139

1. customthe solvents were removed under reduced pressure
2. dissolutionthe residue was dissolved in 6.6 ml of DCM
3. temperature3.3 ml of pyridine and subsequently cooled to 0° C
4. temperaturethe temperature was increased to RT
5. extractionextracted with 150 ml of ethyl acetate
6. washThe organic phase was washed with aqueous sodium hydrogencarbonate solution
7. dry with materialdried over sodium sulfate
8. filtrationfiltered
9. customthe solvents were removed under reduced pressure

ORD-Eintrag

ord-9be70656195b4bdda623c09e30b4d6b4

Quelldatensatz

uspto-grants-2012_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08097758B2