Naphthalene, 2-Methoxy-1-Methyl- synthesis

13synthesis methods

Product Name:Naphthalene, 2-Methoxy-1-Methyl-
CAS Number:1130-80-9
Molecular formula:C12H12O
Molecular Weight:172.22

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544-97-8 Synthesis

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Yield:1130-80-9 532 mg

Reaction Conditions:

with dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂;potassium carbonate in N,N-dimethyl-formamide at 90; for 24 h;

Steps:

2-methoxy-1-methylnaphthalene

To a solution of 1-bromo-2-methoxynaphtalene (500mg) in DMF (10ml) were added potassium carbonate (736mg), dimethyl zinc (2.6ml)and (1 ,1 '- bis(diphenylphosphino)ferrocene)dichloropalladium (II) dichloromethane adduct (35mg). The reaction mixture was stirred at 90°C for 24h. The mixture was diluted with water and EA, the layers were separated. The aq. layer was extracted with EA and the combined org. layers were washed with sat. aq. NaCI, dried over MgS04, filtrated off and evaporated in vacuo. The crude was purified by CC (Flash Master, 25g cartridge, solvent A: Heptane, solvent B: EA, gradient in %B: 0 to 10, flow rate: 20ml/min) to afford 532mg of a yellow oil. LC-MS (B) tR = 0.99min; [M+H]+: not visible.

References:

WO2016/177690,2016,A1 Location in patent:Page/Page column 92