反应详情

To a solution of tert-butyl 2-methyl-4-[(5S)-5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl]benzoate (64.87 mmol, 33 g) in dichloromethane (300 mL) was added trifluoroacetic acid (389.2 mmol, 44.6 g) at 0° C. After addition the reaction was brought to room temperature and the mixture stirred over night after which time LC-MS analysis showed a complete conversion. The crude mixture was concentrated and the residue dissolved in 300 mL of ethylacetate, washed with brine, dried over MgSO4 and evaporated to yield crude title product which was purified over a silica gel column (eluent: CH2Cl2/EtOAc) to obtain the desired product as pale yellow foam. LCMS (Method GR) RT 1.23 min, [M+H]+ 450/452; 1H-NMR (CDCl3, 400 MHz): 2.7 (s, 3H), 3.70 (d, 2H), 4.10 (d, 2H), 7.60 (s, 3H), 7.01 (d, 1H), 8.15 (d, 2H), 7.01 (d, 1H), 8.15 (d, 2H), 11.40 (s, 1H); 19F-NMR (CDCl3, 376 MHz): −79.38.

1. additionAfter addition the reaction
2. customwas brought to room temperature
3. concentrationThe crude mixture was concentrated
4. dissolutionthe residue dissolved in 300 mL of ethylacetate
5. washwashed with brine
6. dry with materialdried over MgSO4
7. customevaporated
8. customto yield crude title product which
9. customwas purified over a silica gel column (eluent: CH2Cl2/EtOAc)