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ChemicalBook CAS DataBase List 1,7-DIMETHYLPHENANTHRENE
483-87-4

1,7-DIMETHYLPHENANTHRENE synthesis

11synthesis methods
-

Yield:483-87-4 91%

Reaction Conditions:

with palladium diacetate;caesium carbonate;triphenylphosphine in N,N-dimethyl-formamide at 105; for 10 h;Inert atmosphere;

Steps:

General procedure for the preparation of products

General procedure: A dried round-bottomed flask was charged with aryl iodide (0.30 mmol, 1.0 equiv), ortho-bromobenzoyl chlorides (0.36 mmol, 1.2 equiv), norbornadiene (0.60 mmol, 2.0 equiv), Pd(OAc)2 (5 mol %), triphenylphosphine (12.5 mol %), Cs2CO3 (0.675 mmol, 2.25 equiv), and DMF (4 mL). The mixture was stirred at 105 °C under nitrogen atmosphere for 10 h. After cooling to room temperature, the mixture was diluted with ethyl acetate (5 mL) and brine (10 mL), and extracted with ethyl acetate (3 × 10 mL). The combined organic phase was washed with brine, dried with anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The crude product was purified by column chromatography on silica gel (petroleum ether/ethyl acetate as eluent) to afford the target compounds

References:

Zhong, Yue;Wu, Wen-Yu;Yu, Shao-Peng;Fan, Tian-Yuan;Yu, Hai-Tao;Li, Nian-Guang;Shi, Zhi-Hao;Tang, Yu-Ping;Duan, Jin-Ao [Beilstein Journal of Organic Chemistry,2019,vol. 15,p. 291 - 298] Location in patent:supporting information

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