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ChemicalBook CAS DataBase List 1-(Bromomethyl)naphthalene

1-(Bromomethyl)naphthalene synthesis

11synthesis methods
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Yield:3163-27-7 99%

Reaction Conditions:

with ethyl 2,2-dibromoacetoacetate;triphenylphosphine in dichloromethane at 20; for 0.5 h;

Steps:

General Procedure for the Synthesis of products
General procedure: Ethyl α,α-dibromoacetoacetate 2a (0.41 mmol, 1.2 equiv), alcohols 1a-1s (0.34 mmol, 1.0 equiv) and Ph3P (0.68 mmol, 2.0 equiv) were added under ambient temperature to 3 mL of DCE in air. After stirred at room temperature for appropriate time (monitored by TLC), the reaction was quenched by addition of H2O (3 mL) and then extracted with ethyl acetate (3×3 mL). The combined organic layer was washed with brine, dried over Na2SO4, and concentrated. The crude product was purified by column chromatography on silica gel with petroleum ether or mixture of petroleum ether and ethyl acetate as eluent to afford the corresponding products 3a-3s.

References:

Cui, Xiao-Meng;Guan, Yong-Hong;Li, Na;Lv, Hao;Fu, Lin-An;Guo, Kun;Fan, Xiaohui [Tetrahedron Letters,2014,vol. 55,# 1,p. 90 - 93] Location in patent:supporting information

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