Acetic Anhydride → 1-Acetyl-4-fluoroindoline

A mixture of 4-fluoro-indoline (1 g, 7.30 mmol) and acetic anhydride (10 mL) was stirred at ambient temperature for 1 h. The resulting mixture was partitioned between ethyl acetate (100 mL) and water (100 mL). The organic layer was separated and the aqueous layer was extracted with ethyl acetate (5×30 mL). The combined organic layers were washed with water (3×20 mL), sodium bicarbonate solution (3×20 mL), brine (3×20 mL), dried over anhydrous sodium sulphate and concentrated in vacuo to afford 1-(4-fluoro-indolin-1-yl)ethanone (1 g, 77%) as a white solid.

1. customThe resulting mixture was partitioned between ethyl acetate (100 mL) and water (100 mL)
2. customThe organic layer was separated
3. extractionthe aqueous layer was extracted with ethyl acetate (5×30 mL)
4. washThe combined organic layers were washed with water (3×20 mL), sodium bicarbonate solution (3×20 mL), brine (3×20 mL)
5. dry with materialdried over anhydrous sodium sulphate
6. concentrationconcentrated in vacuo

ORD record

ord-65f3527edd174b94b017439b8dc6616e

Source dataset

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08993574B2