Acetonitrile → HCID 86672503, compound

Temperature

-78 °C

A flame-dried flask was charged with 2.9 ml (4.6 mmol) of n-butyllithium solution (1.6 M in hexanes) in dry THF (14 ml) under inert gas atmosphere and cooled to −78° C. Next, 0.213 ml (4.06 mmol) acetonitrile were slowly added, and the resulting mixture was stirred for 1 h at −70° C. Then, 0.40 g (2.9 mmol) methyl 2,2-difluorobutanoate were slowly added over 5 min maintaining the temperature below −69° C. The reaction mixture was stirred for 2 h at −45° C. and then quenched by addition of 2 N hydrochloric acid (4.8 ml) while keeping the temperature below −20° C. The resulting clear solution was allowed to warm to room temperature and then concentrated under reduced pressure. The crude product thus obtained (2.5 g of 17% purity, 98% of th.) was stored at −21° C. and used in the next step without further purification.

1. temperaturemaintaining the temperature below −69° C
2. stirringThe reaction mixture was stirred for 2 h at −45° C.
3. customquenched by addition of 2 N hydrochloric acid (4.8 ml)
4. customthe temperature below −20° C
5. temperatureto warm to room temperature
6. concentrationconcentrated under reduced pressure

ORD record

ord-c6afbafda6374f18abcdec410c682d1b

Source dataset

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09422263B2