Acetic Acid → HCID 22457755, compound

A solution of 3-pyridinecarboxaldehyde (26.8 g) in dimethyl formamide (DMF, 100 mL) was added over 10 min. to a stirred solution of sodium cyanide (7.0 g) in DMF (200 mL) at room temperature under dry nitrogen. The solution was stirred for 30 min. and n-butyl acrylate (32 g) in DMF (200 mL) was added dropwise over 60 min. The reaction mixture was stirred for 3 h. Acetic acid (20 mL) and water (80 mL) were added and stirring was continued for 10 minutes. The solution was concentrated under reduced pressure, dissolved in ethyl acetate (600 mL), washed with water (3×200 mL), brine (200 mL) and dried (Na2SO4). The solution was filtered, concentrated and distilled at 140° C. at 0.5 mm/Hg to give 18.2 g of the title compound as an oil; ESMS (M+1)+236.

1. stirringThe reaction mixture was stirred for 3 h
2. stirringstirring
3. waitwas continued for 10 minutes
4. concentrationThe solution was concentrated under reduced pressure
5. dissolutiondissolved in ethyl acetate (600 mL)
6. washwashed with water (3×200 mL), brine (200 mL)
7. dry with materialdried (Na2SO4)
8. filtrationThe solution was filtered
9. concentrationconcentrated
10. distillationdistilled at 140° C. at 0.5 mm/Hg

ORD record

ord-9c704cf4cf924e40bdde5a65dc32249e

Source dataset

uspto-grants-2002_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06399606B1