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N-Benzhydryl-2-chloro-acetamide synthesis

9synthesis methods
-

Yield:10254-07-6 97%

Reaction Conditions:

with triethylamine in dichloromethane;water;

Steps:

R.23 N-diphenylmethyl-2-chloroacetamide

Reference Example 23 N-diphenylmethyl-2-chloroacetamide A solution of N-diphenylmethylamine (1103 mg) in methylene chloride (20 ml) was stirred at 0° C. Triethylamine (1.70 ml) and chloroacetyl chloride (0.72 ml) were added to the solution, and the mixture was stirred at 0° C. for 40 minutes. After water (20 ml) was added to the reaction mixture, the mixture was extracted with ethyl acetate. The resultant organic layer was washed with saturated brine, dried over sodium sulfate, and concentrated. The residue was purified by silica gel column chromatography (developing solvent:n-hexane/ethyl acetate=5/1) to obtain the object compound (1522 mg, yield 97%). 1H-NMR (300 MHz, CDCl3) δ4.13 (2H, s), 6.26 (1H, d, J=8.1 Hz), 7.13-7.40 (11H, m). IR (KBr method) 3204, 3042, 1554, 1495, 1454, 1420, 1237, 1090, 1060, 1031, 987, 925, 857, 786, 762, 748, 703 cm-1 Mass (EI, m/e) 259 (M+)

References:

US6407096,2002,B1