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ChemicalBook CAS DataBase List Naphthalene
91-20-3

Naphthalene synthesis

15synthesis methods
Naphthalene is produced from coal tar or petroleum. It is made from petroleum by dealkylationof methylnaphthalenes in the presence of hydrogen at high temperature and pressure.Petroleum was a major source of naphthalene until the 1980s, but now most naphthaleneis produced from coal tar. The pyrolysis of bituminous coal produces coke and coke ovengases. Naphthalene is condensed by cooling the coke gas and then separated from the gas.
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Yield:91-20-3 100%

Reaction Conditions:

with sodium tetrahydridoborate;[1,2-bis(diphenylphosphino)ethane]dichloronickel(II) in N,N-dimethyl-formamide at 20; for 18 h;Solvent;

Steps:

Catalytic hydrodehalogenation experiments

General procedure: All reactions were carriedout in air at room temperature. A 50 mL round-bottom flask equippedwith a magnetic stir bar was charged with 280.8 mg (0.90 mmol) of 4,4′ -dibromobiphenyl (or 0.90 mmol of another aryl halide), 0.09 mmol ofcatalyst (10 mole%), 68.1 mg (0.18 mmol, 2.0 eq) of NaBH4 and 6 mL ofDMF (or other solvents) in room temperature. The reaction mixture wasleft to stir overnight for 18 h. Thereafter, 6 mL of deionised water wasadded to stop the reaction by deactivating the excess NaBH4 in themixture.

References:

Fan, Wai Yip;Guek, Sebastian Jun Kai;Ji, Li;Koh, Hwee Ling;Loke, James Wen Liang [Molecular catalysis,2022,vol. 524,art. no. 112310]

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