Aniline → 3-Anilinopropionitrile

Silica was activated by heating it above 100° C. in vacuum and was then allowed to cool to room temperature under nitrogen. To the activated silica (10 g) was absorbed aniline (1.86 g, 20 mmol) and acrylonitrile (2.65 g, 50 mmol) and the flask was capped tightly. The contents were then stirred with a magnetic stirrer for 6 days at 60° C. After this time the mixture was cooled to room temperature and extracted with MeOH. The extracts were evaporated to dryness and the residue was Kugelrohr-distilled under high vacuum to give the product 3-(phenylamino)propanenitrile (2.29 g, 78.4%) as an oil which crystallised on standing; bp 120-150° C./1-2 Torr (lit bp 120° C./1 Torr), mp 50.5-52.5° C.

1. temperatureby heating it above 100° C. in vacuum
2. customthe flask was capped tightly
3. temperatureAfter this time the mixture was cooled to room temperature
4. extractionextracted with MeOH
5. customThe extracts were evaporated to dryness
6. distillationthe residue was Kugelrohr-distilled under high vacuum

ORD record

ord-3bb25dc564744d0dab5364ce6a045df6

Source dataset

uspto-grants-2011_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08062429B2