Methyl formate → 3-Hydroxy-2-phenylacrylonitrile

Phenylacetonitrile (10 g, 85.4 mmol) and methyl formate (67 ml) were dissolved in TIIF (250 ml) in a reaction vessel, and then NaH (2.6 g, 106.7 mmol) was added thereto at 0° C. The solution was stirred at room temperature for 12 hr. After completion of the reaction, the reaction mixture was washed with distilled water and acidified with 1 N HCl to adjust the pH to 5 or less. Thereafter, the resulting solution was extracted with dichloromethane. The organic layer was dried over anhydrous Na2SO4, followed by filtration. The filtrate was concentrated under reduced pressure to give 12.3 g (84.7 mmol, quant.) of the title compound.

1. customat 0° C
2. customAfter completion of the reaction
3. washthe reaction mixture was washed with distilled water
4. extractionThereafter, the resulting solution was extracted with dichloromethane
5. dry with materialThe organic layer was dried over anhydrous Na2SO4
6. filtrationfollowed by filtration
7. concentrationThe filtrate was concentrated under reduced pressure

ORD record

ord-ddf537e64008464d922e54bb77577d63

Source dataset

uspto-grants-2016_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09260448B2