2-Amino-4-(trifluoromethyl)benzenemethanol synthesis
- Product Name:2-Amino-4-(trifluoromethyl)benzenemethanol
- CAS Number:186602-93-7
- Molecular formula:C8H8F3NO
- Molecular Weight:191.15
402-13-1
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Yield:186602-93-7 100%
Reaction Conditions:
with sodium tetrahydroborate;iodine in tetrahydrofuran; for 24 h;Heating / reflux;
Steps:
[0069] Representative procedure for the preparation of 2-amino-4- (trifluoromethyl) benzylalcohol (17a): To a suspension of ANTHRANILIC acid 16a (2. 04 g, 10 MMOL), NaBH4 (0. 912 g, 24 MMOL) in THF (10 mL) under N2 at 0 °C was added 12 (2.54 g, 10 MMOL) solution in THF (10 mL) over a period of 10-15 minutes. The resulting reaction mixture was stirred at room temperature for 30 minutes and then at reflux for 24 h. The reaction mixture was cooled to room temperature and MeOH was added very slowly to the mixture till the clear solution was formed. The solvent was removed and the residue was stirred with 20% KOH (20 mL) at room temperature for 4 h, extracted with CH2CI2 (3 x 100 mL), dried (NA2SO4) and solvent was removed to obtain 1.91 g (100%) of the requisite ALCOHOL 17A. 1H NMR (CDC13, 300 MHz): 8 7.15 (d, 1H, J = 7.5 Hz), 6.94 (d, 1H, J = 7.5 Hz), 6.91 (s, 1H), 4.71 (s, 2H).
References:
WO2005/30774,2005,A1 Location in patent:Page/Page column 20
133605-27-3
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320-94-5
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109466-87-7
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98-16-8
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