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ChemicalBook CAS DataBase List P-(1-ADAMANTYL)TOLUENE

P-(1-ADAMANTYL)TOLUENE synthesis

7synthesis methods
-

Yield:1459-55-8 99%

Reaction Conditions:

with molybdenum hexacarbonyl at 100; for 2 h;Catalytic behavior;Sealed tube;regioselective reaction;Reagent/catalyst;Temperature;Time;

Steps:

Alkylation of aromatic compound with 1-bromoadamantane. General procedure.
General procedure: Into a pressure microreactor of stainless steel of capacity 17 mL or into a glass ampule of capacity 10 mL (the results of parallel runs differed insignificantly) was charged 1-3 mmol of catalyst [Mo(CO)6, MoO2(acac)2, Cr(CO)6,CoBr2, CuBr, CuBr2, W(CO)6], 100 mmol of 1-bromoadamantane, and 500 mmol of aromatic compound, the reactor was hermetically closed (the ampule was sealed) and heated at 110-130° for 1-3 h. On completing the reaction the reactor (ampule) was cooled to room temperature, opened, the reaction mixture was neutralized with NaHCO3 and filtered through a bed of Al2O3. The unreacted aromatic compound was distilled off, the residue was distilled in propanol).

References:

Khusnutdinov;Shchadneva;Khisamova [Russian Journal of Organic Chemistry,2015,vol. 51,# 11,p. 1545 - 1550][Zh. Org. Khim.,2015,vol. 51,# 11,p. 1576 - 1581,6]

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