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ChemicalBook CAS DataBase List 8-Bromomethylquinoline
7496-46-0

8-Bromomethylquinoline synthesis

5synthesis methods
-

Yield:7496-46-0 82%

Reaction Conditions:

with N-Bromosuccinimide;2,2'-azobis(isobutyronitrile) in tetrachloromethane for 3 h;Reflux;

Steps:

19.1 8-(bromomethyl)quinoline
8-Methylquinoline (1.00 g, 6.98 mmol) in 110 carbon tetrachloride (20 mL) was added 108 N-bromosuccinimide (1.37 g, 7.69 mmol) and 109 AIBN (115 mg, 0.70 mmol). The reaction mixture was stirred at reflux for 3 hours. The reaction mixture was cooled and carbon tetrachloride was removed under reduced pressure. The residue was purified on an ISCO chromatograph (0-10% ethyl acetate/hexane) to give the 140 product as a white solid (1.26 g, 82%); 1H NMR (300 MHz) (CDCl3) δ 9.03-9.01 (m, 1H), 8.18-8.15 (d, 1H), 7.85-7.79 (m, 2H), 7.54-7.43 (m, 2H). 5.25 (s, 2H).

References:

RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY;TAXIS PHARMACEUTICALS, INC.;LaVoie, Edmond J.;Parhi, Ajit K.;Sun, Yangsheng US2019/31624, 2019, A1 Location in patent:Paragraph 0468-0469

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