2-{[(Tert-butoxy)carbonyl]amino}-3-(trifluoromethoxy)benzoic acid → 2-amino-3-(trifluoromethoxy)benzoic Acid
Reaction equation
C(OC([NH:8][C:9]1[C:17]([O:18][C:19]([F:22])([F:21])[F:20])=[CH:16][CH:15]=[CH:14][C:10]=1[C:11]([OH:13])=[O:12])=O)(C)(C)C>C(O)(C(F)(F)F)=O.C(Cl)Cl>[NH2:8][C:9]1[C:17]([O:18][C:19]([F:20])([F:21])[F:22])=[CH:16][CH:15]=[CH:14][C:10]=1[C:11]([OH:13])=[O:12]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 2-tert-butoxycarbonylamino-3-trifluoromethoxy-benzoic acid (0.8 g, 2.5 mmol) in 30% v/v TFA/methylene chloride (50 mL) was stirred at room temperature for 1 h. Concentration of the mixture gave 2-amino-3-trifluoromethoxy-benzoic acid (0.39 g, 71%): 1H NMR (300 MHz, CDCl3) δ 7.88 (d, 1H), 7.34 (d, 1H), 6.63 (t, 1H), 6.04 (br, 2H).
Sources & evidence
- ORD record
- ord-514b220750b7464cbdca7ed9034851a7
- Source dataset
- uspto-grants-2013_10
- Patent number
- US08552186B2
Reaction notes
Loading…