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5-amino-2-bromobenzenemethanol synthesis
- Product Name:5-amino-2-bromobenzenemethanol
- CAS Number:752969-45-2
- Molecular formula:C7H8BrNO
- Molecular Weight:202.05
![5-AMINO-2-BROMO-BENZOIC ACID METHYL ESTER](/CAS/GIF/6942-37-6.gif)
6942-37-6
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![5-amino-2-bromobenzenemethanol](/CAS/20180703/GIF/752969-45-2.gif)
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Yield:752969-45-2 775 mg
Reaction Conditions:
with sodium tetrahydroborate;calcium chloride in tetrahydrofuran at 0 - 35;Inert atmosphere;
Steps:
223.B (B) (5-Amino-2-bromophenyl)methanol
(B)
(5-Amino-2-bromophenyl)methanol
To a mixture of calcium chloride (1.259 g) and THF (10 mL), sodium tetrahydroborate (0.858 g) was added at 0° C., and the resulting mixture was stirred under nitrogen atmosphere at the same temperature for 5 minutes.
Methyl 5-amino-2-bromobenzoate (1.5 g) was added to the reaction mixture at 0° C., and the mixture was stirred overnight at room temperature.
A 1 N hydrochloric acid solution was added to the reaction mixture at room temperature, and the mixture was neutralized by the addition of aqueous potassium carbonate solution.
Then, the aqueous layer was extracted with ethyl acetate.
The extract was washed with water and brine and then dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain the title compound (775 mg).
1H NMR (300 MHz, DMSO-d6) δ 4.36 (2H, d, J=5.7 Hz), 5.18-5.27 (3H, m), 6.37 (1H, dd, J=8.5, 2.8 Hz), 6.79 (1H, d, J=2.8 Hz), 7.10 (1H, d, J=8.5 Hz).
References:
US2017/44132,2017,A1 Location in patent:Paragraph 0564; 0780; 0781
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2840-02-0
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![(2-Bromo-5-nitrophenyl)methanol](/CAS/GIF/332883-48-4.gif)
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![Methyl 2-bromo-5-nitrobenzoate](/CAS/GIF/6942-36-5.gif)
6942-36-5
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![5-amino-2-bromobenzenemethanol](/CAS/20180703/GIF/752969-45-2.gif)
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