2-Chloro-N-(2-(hydroxyMethyl)phenyl)acetaMide synthesis

Yield:189940-09-8 100%

Reaction Conditions:

with N-ethyl-N,N-diisopropylamine in dichloromethane at 20; for 2 h;

Steps:

2.D

To chloroacetyl chloride (3.0 mL, 37.7 mmol) in dry DCM (100 mL) was added 2-aminobenzyl alcohol (4.3 g, 34.9 mmol) followed by addition of diisopropylethylamine (13.0 mL, 78.6 mmol). The mixture was stirred at ambient temperature for 2 hrs. The mixture was quenched with saturated sodium bicarbonate. The organic layer was separated and washed with sat NaHCO₃ (50 mL) and water (50 mL x 2). The resulting solution was dried over MgSO₄ and evaporated to afford 2- chloro-N-(2-hydroxymethyl-phenyl)acetamide as a brown oil in quantitative yield (7.0 g). MS: 182.0 (M-H₂O)⁺; t_R = 1.46 min (method 1 ).

References:

WO2008/124614,2008,A1 Location in patent:Page/Page column 42