Chloroacetyl chloride → 2-chloro-N-(4-fluorobenzyl)acetamide

To a stirred mixture of 4-fluorobenzylamine (685 uL, 6.0 mmol) and dry tetrahydrofuran (20 mL) was added triethylamine (1.25 mL, 9.0 mmol) under nitrogen. The resulting mixture was stirred for 10 minutes at ambient temperature. Next, chloroacetyl chloride (477 uL, 6.0 mmol) was added and the resulting mixture was stirred for 1 h. at ambient temperature. The resulting mixture was partitioned between ethyl acetate and water. The organic layer was washed with water (2×20 mL) and brine (1×20 mL), dried over magnesium sulfate, and filtered. Evaporation of the filtrate in vacuo followed by chromatography on silica gel eluting with ethyl acetate-hexane gave 1.09 g (91%) of the pure title compound.

1. stirringthe resulting mixture was stirred for 1 h. at ambient temperature
2. customThe resulting mixture was partitioned between ethyl acetate and water
3. washThe organic layer was washed with water (2×20 mL) and brine (1×20 mL)
4. dry with materialdried over magnesium sulfate
5. filtrationfiltered
6. customEvaporation of the filtrate in vacuo

ORD record

ord-dd32ef2172d64608bb7c5d6fc8e48da0

Source dataset

uspto-grants-2004_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06693137B1