ChemicalBook CAS DataBase List 4-Methoxybiphenyl

4-Methoxybiphenyl synthesis

14synthesis methods

Product Name:4-Methoxybiphenyl
CAS Number:613-37-6
Molecular formula:C13H12O
Molecular Weight:184.23

5720-07-0 Synthesis

5720-07-0
455 suppliers
$6.00/5g

62-53-3 Synthesis

62-53-3
630 suppliers
$10.00/1g

613-37-6
121 suppliers
$24.00/5g

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