Acetic Anhydride → HCID 23631356, compound

Temperature

-78 °C

Into a 100-mL three neck round-bottom flask, which was purged and maintained with an inert atmosphere of argon, was placed a solution of 2-cyclopropylacetonitrile (3.70 mL, 40.1 mmol) in THF (20 mL). The solution was cooled to −78° C., then LDA (2 M in THF, 30 mL, 60 mmol) was added drop-wise and the mixture was stirred for 1 h at −78° C. A solution of acetic anhydride (4.54 mL, 48.0 mmol) in tetrahydrofuran (10 mL) was added drop-wise at −78° C. The mixture was stirred for 1 h at 15° C., then carefully quenched with citric acid (10% aq, 200 mL). The mixture was extracted with diethyl ether (2×70 mL) and the combined organic extracts were washed with brine (50 mL), dried (Na2SO4), filtered and concentrated under reduced pressure to obtain the title compound, which was used in the next step without purification.

1. customInto a 100-mL three neck round-bottom flask, which was purged
2. temperaturemaintained with an inert atmosphere of argon
3. stirringThe mixture was stirred for 1 h at 15° C.
4. customcarefully quenched with citric acid (10% aq, 200 mL)
5. extractionThe mixture was extracted with diethyl ether (2×70 mL)
6. washthe combined organic extracts were washed with brine (50 mL)
7. dry with materialdried (Na2SO4)
8. filtrationfiltered
9. concentrationconcentrated under reduced pressure

ORD record

ord-47a285527bb0410394e71d293ddc9967

Source dataset

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09428502B2