Benzoic acid, 2-chloro-5-[[(2,2,2-trifluoroacetyl)amino]methyl]- synthesis

Yield:1294496-57-3 49%

Reaction Conditions:

with sulfuric acid at 20;

Steps:

2.a

(a) 2-Chloro-5-(trifluoromethylcarbonylamino-methyl)benzoic acidN-(Hydroxymethyl)trifluoroacetamide (70 mmol; 10.0 g) was added to a mixture of2-chlorobenzoic acid (70 mmol; 10.9 g) and cone. H₂S0₄ (120 mL). The mixture was stirred at rt overnight, poured into ice water and stirred for 2 h. The precipitate was collected by filtration, dried and recrystallised from toluene/butan-2-one (7:1 ) to give the subtitle compound. Yield: 9.6 g (49%). MS [M-H]^" = 280 (CI isotope pattern), TLC: R_f = 0.57 (RP-8, MeOH:5%-aq NaCI-solution 6:4).

References:

WO2011/48004,2011,A1 Location in patent:Page/Page column 74-75