Alternatived Products of [ 72534-45-3 ]
Product Details of [ 72534-45-3 ]
| CAS No. : | 72534-45-3 |
MDL No. : | MFCD08532490 |
| Formula : |
C7H6F3NO
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | XOXAZFFGKMIJKE-UHFFFAOYSA-N |
| M.W : |
177.12
|
Pubchem ID : | 22272746 |
| Synonyms : |
|
Application In Synthesis of [ 72534-45-3 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 72534-45-3 ]
- 1
-
[ 1548-62-5 ]
-
[ 7772-99-8 ]
-
[ 72534-45-3 ]
| Yield | Reaction Conditions | Operation in experiment |
| 94% |
In ethanol; |
a) Preparation of 3-trifluoromethyl-2-hydroxyaniline To the solution of <strong>[1548-62-5]2-trifluoromethyl-6-nitrophenol</strong> (4.2 g, 20.3 mmol) in ethanol (20 ml, Tin (II) chloride (22.9 g, 101 mmol) was added. The reaction mixture was stirred at reflux for about 4 hours, tThen it was cooled to room temperature. The NaHCO3 (aq) was added until pH=7 was obtained and then the mixture was extracted with ethyl acetate (3*). The combined organic layer was dried over MgSO4, filtered and concentrated under reduced pressure to give desired product (3.4 g, 94%). EI-MS m/z 178 (M+). |
| 88% |
In ethanol; |
b) Preparation of 2-amino-6-trifluoromethylphenol A mixture of 6-trifluoromethyl-2-nitrophenol(1.84 g, 8.67 mmol) and tin (II) chloride (6.0 g, 26.2 mmol) in ethanol(150 mL) was heated at 80 C. under argon. After 2 hours, the starting material has disappeared and the solution was allowed to cool down and then poured into ice. The pH was made slightly basic (pH7-8), by addition of solid NaOH, before being extracted with ethyl acetate. The organic phase was washed with brine, dried over MgSO4 and filtered. The solvent was evaporated and chromatography of the resulting solid on silica gel (4% MeOH/CH2 Cl2) gave the desired product(1.35 g, 88%). 1 H NMR (CD3 OD): delta 6.93 (d, 1H), 6.82 (t, 1H), 6.78 (d, 1H). |
| 88% |
In ethanol; |
b)Preparation of 2-amino-6-trifluoromethylphenol A mixture of 6-trifluoromethyl-2-nitrophenol(1.84 g, 8.67 mmol) and tin (II) chloride (6.0 g, 26.2 mmol) in ethanol(150 mL) was heated at 80 C. under argon. After 2 hours, the starting material has disappeared and the solution was allowed to cool down and then poured into ice. The pH was made slightly basic (pH7-8), by addition of solid NaOH, before being extracted with ethyl acetate. The organic phase was washed with brine, dried over MgSO4 and filtered. The solvent was evaporated and chromatography of the resulting solid on silica gel (4%MeOH/CH2 Cl2) gave the desired product(1.35 g, 88%). 1 H NMR (CD3 OD): d 6.93 (d, 1H), 6.82 (t, 1H), 6.78 (d, 1H). |
- 2
-
[ 1548-62-5 ]
-
[ 72534-45-3 ]
| Yield | Reaction Conditions | Operation in experiment |
|
With palladium 10% on activated carbon; hydrogen; In methanol; water; at 20.0℃; under 1551.49 Torr; for 3.0h; |
Step A: 2-amino-6-(trifluoromethyl) phenol A 30 ml hydrogen bottle was charged with <strong>[1548-62-5]2-nitro-6-(trifluoromethyl)phenol</strong> (1.3 g, 6.3 mmol) in MeOH, and wet Pd/C(130 mg , purity: 10%) was added under 2 protection. The reaction mixture was degassed and charged by H2 (30 psi), then the reaction mixture was stirred at room temperature for 3 h. TLC (petroleum ether: EtOAc= 2: 1) showed that the starting material was consumed. The solvent was evaporated to give the desired product, which was directly used in the next step. 1HNMR (CDC13, 400 MHz): delta 6.91 (d, J=8.4 Hz, 2 H), 6.83 (t, J=8.0 Hz, 1 H). |
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
For Research Only
120K+ Compounds
Competitive Price
1-2 Day Shipping
