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1-bromotetralin synthesis

8synthesis methods
-

Yield:6134-55-0 54%

Reaction Conditions:

with aluminum oxide;bromine at 0;

Steps:

5.1 Synthesis of Compound 4a (5-Bromo-1,2,3,4-tetrahydro-naphthalene)
To one flask, alumina (Al2O3) (100 g) was added, and tetralin (13.2 g, 100 mmol) was slowly added dropwise for adsorption. To the other flask, alumina (100 g) was added, and bromine (5.17 mL, 100 mmol) was slowly added dropwise with stirring for adsorption. The flask having tetralin adsorbed thereon was put into an ice-bath at 0° C., and alumina having bromine adsorbed thereon was slowly added thereto with stirring while maintaining the temperature. As the reddish brown color of bromine disappeared, the reaction proceeded rapidly. The mixture was immediately separated by flash column chromatography to obtain a transparent oily compound 4a (11.5 g, 54.0%). [0109] 1H NMR (500 MHz, CDCl3) 7.08 (m, 1H), 7.05 (m, 1H), 7.03 (m, 1H), 2.75 (m, 4H), 1.78 (m, 1H); MS [M+1] 212

References:

Kim, Kong Kyeom;Hong, Sung Kil;Jang, Hye Young;Jeong, Dong Seob US2014/77166, 2014, A1 Location in patent:Paragraph 0108-0109

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