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ChemicalBook CAS DataBase List 1-Bromo-3,5-dimethyladamantane

1-Bromo-3,5-dimethyladamantane synthesis

3synthesis methods
1-Bromo-3,5-dimethyladamantane is an organic intermediate that can be used in laboratory development and pharmaceutical synthesis, and can be used as a memantine intermediate. It was synthesized by heating 1,3-dimethyl adamantane and HBr in AcOH for 12 hours at 50-55° C。
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Yield:941-37-7 92%

Reaction Conditions:

with aluminum (III) chloride;bromine in 1,2-dichloro-ethane at 15;Reagent/catalyst;Temperature;Solvent;

Steps:

3-1 Synthesis of 1-bromo-3,5-dimethyladamantane
A) 59.9 g (0.345 mol) of bromine,Anhydrous aluminum trichloride 10 g (0.075 mol)1,2-dichloroethane (37.8 g) was added to the reactor to stir well;B) heating the reaction solution A to 15 ° C;C) 50 g (0.3 mol) of 1,3-dimethyladamantane was added to the mixture obtained in the step (b) to obtain a reaction mixtureIn the liquid B, the reaction process with 5% sodium hydroxide solution absorption;D) Add 400 g of saturated sodium bisulfite solution to the reaction solution B until the red color in the reaction solution completely disappeared,The organic phase C and the water phase D;E) The organic phase C was washed with 400 g of water and the washed organic phase C was dried with 20 g of anhydrous sodium sulfate;F) the organic phase C obtained in step (e) is distilled off to obtain the crude product E;G) crude product E was distilled under reduced pressure to give 1-bromo-3,5-dimethyl adamantane, yield 92%, gas chromatography purity ≥ 99%.

References:

Sinosteel Anshan Research Institute of Thermo Energy Co. Ltd.;Chen, Xing;Zhao, Wei;Jin, Dan;Jiang, Hui;Wang, HaiYang CN104592034, 2016, B Location in patent:Paragraph 0092-0099

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