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ChemicalBook CAS DataBase List 4-Methoxybiphenyl
613-37-6

4-Methoxybiphenyl synthesis

14synthesis methods
-

Yield:613-37-6 81%

Reaction Conditions:

with tris-(dibenzylideneacetone)dipalladium(0);tert.-butylnitrite;trifuran-2-yl-phosphane;acetic acid in N,N-dimethyl-formamide at 90; for 8 h;Inert atmosphere;

Steps:

General procedure.
Pd2dba3 (23 mg, 2.5 mol %), P (2-furyl)3 (46 mg, 20 mol %), 4-methoxybenzeneboronic acid 2b (182 mg, 1.2 equiv), and p-toluidine 1b (107 mg, 1 mmol) were weighed in a 25 mL Schlenk round bottle flask under nitrogen atmosphere. The system was degassed four times by oil pump. DMF (4 mL), tBuONO (134 mg, 1.3 equiv), and HOAc (60 mg, 1.0 equiv) were then added in succession by syringe. The resulting reaction mixture was allowed to stir at 90 °C for 8 h. The solution was then concentrated under reduced pressure and the crude residue was purified by flash column chromatography with petroleum ether to give 4-methoxy-4'-methylbiphenyl 3b (152 mg, 77%).

References:

Mo, Fanyang;Qiu, Di;Jiang, Yubo;Zhang, Yan;Wang, Jianbo [Tetrahedron Letters,2011,vol. 52,# 4,p. 518 - 522] Location in patent:scheme or table

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