Chloroacetyl chloride → HCID 58529757, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of (4-benzyl-piperazin-2-yl)methanol (500 mg, 2.42 mmol) and sodium acetate (397.6 mg, 4.85 mmol, 2.0 eq) in acetone (9.7 mL) and water (24.2 mL) under N2 at 0° C. was added dropwise chloroacetyl chloride (0.20 mL, 2.54 mmol, 1.05 eq) over 5 minutes. The mixture was stirred at 0° C. for 5 min and at rt for 1 h. The mixture was diluted with EtOAc (150 mL) and the organic phase was washed with water, aqueous saturated NaHCO3 solution, and brine. The organic layer was dried over Na2SO4, filtered, and concentrated in vacuo to give 680 mg (99%) of the desired product as an oil. 1H-NMR (300 MHz, CD3OD) δ 7.32 to 7.23 (m, 5H), 4.51 (d, 1H), 4.32 to 3.98 (m, 4H), 3.82 to 3.73 (m, 1H), 3.62 to 3.42 (m, 3H), 3.06 to 3.00 (m, 1H), 2.91 to 2.82 (m, 2H), 2.25 to 1.98 (m, 2H).

Provenance & Evidence