Benzoic acid, 5-[[(2,2-dimethyl-1-oxopropyl)amino]methyl]-2-(trifluoromethyl)- synthesis
- Product Name:Benzoic acid, 5-[[(2,2-dimethyl-1-oxopropyl)amino]methyl]-2-(trifluoromethyl)-
- CAS Number:1294496-79-9
- Molecular formula:C14H16F3NO3
- Molecular Weight:303.28
![Benzoic acid, 5-[[(2,2-dimethyl-1-oxopropyl)amino]methyl]-2-(trifluoromethyl)-, ethyl ester](/CAS/20210305/GIF/1294496-78-8.gif)
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Yield:1294496-79-9 74%
Reaction Conditions:
Stage #1: 5-(tert-butylcarbonylamino)methyl-2-trifluoromethyl-benzoic acid ethyl esterwith water;sodium hydroxide in ethanol;
Stage #2: with hydrogenchloride in water; for 2 h;
Steps:
42.h
(h) 5-(tert-Butylcarbonylamino)methyl-2-trifluoromethyl-benzoic acidA mixture of 5-(tert-butylcarbonylamino)methyl-2-trifluoromethyl-benzoic acid ethyl ester (310 mg; 0,94 mmol), 5 mL EtOH and 1 M aq. NaOH solution (1 ,87 mL, 1 ,87 mmol) was stirrred overnight. Additional 4 M NaOH (0,5 mL, 2 mmol) was added and it was stirred for 2 h. The mixture was concentrated i.vac. and the residue was diluted with water, acidified with 4 M aq. HCI solution, stirred for 2 h then filtered and washed with water. The resulting precipitate is filtered and dried (55°C).Yield: 210mg (74%); MS: [M+H]+ = 304; TLC (RP8; MeOH/ 5%NaCI 6/4) Rf: 0,49
References:
WO2011/48004,2011,A1 Location in patent:Page/Page column 89; 91
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