4-BROMO-2-NITROBENZYL BROMIDE synthesis
- Product Name:4-BROMO-2-NITROBENZYL BROMIDE
- CAS Number:82420-34-6
- Molecular formula:C7H5Br2NO2
- Molecular Weight:294.93
22996-19-6
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82420-34-6
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Yield: 69%
Reaction Conditions:
with N-Bromosuccinimide;triphenylphosphine in N,N-dimethyl-formamide for 0.0333333 h;
Steps:
5
Example 5; Synthesis of (3R)-3-amino-7-bromo-1-hydroxy-3,4-dihydroquinolin-2(1H)-one (29); 4-Bromo-1-(bromomethyl)-2-nitrobenzene (23); To a stirred solution of (4-bromo-2-nitrophenyl)methanol (22) (1.00 g, 4.31 mmol) in DMF (40 mL) was added NBS (1.6 g, 9.0 mmol) and triphenylphosphine (2.4 g, 9.2 mmol). After two minutes, the reaction mixture was concentrated in vacuo. The residue was partitioned between water and DCM, and the aqueous layer was extracted with additional DCM. The combined organic layers were concentrated and the residue was purified by silica gel chromatography (Gradient: 0% to 20% EtOAc in heptane) to provide the product (880 mg, 69%). 1H NMR (400 MHz, CDCl3) δ 4.78 (s, 2H), 7.47 (d, J=8.2 Hz, 1H), 7.75 (dd, J=8.2, 2.1 Hz, 1H), 8.20 (d, J=2.1 Hz, 1H).
References:
Pfizer Inc US2010/324043, 2010, A1 Location in patent:Page/Page column 28-29
60956-26-5
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82420-34-6
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59382-59-1
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82420-34-6
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