ChemicalBook CAS DataBase List Benzenamine, 4-methoxy-N,N-bis(4-methoxyphenyl)-

Benzenamine, 4-methoxy-N,N-bis(4-methoxyphenyl)- synthesis

13synthesis methods

Product Name:Benzenamine, 4-methoxy-N,N-bis(4-methoxyphenyl)-
CAS Number:13050-56-1
Molecular formula:C21H21NO3
Molecular Weight:335.4

104-92-7 Synthesis

104-92-7
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13716-12-6
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$45.00/500mg

101-70-2 Synthesis

101-70-2
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Benzenamine, 4-methoxy-N,N-bis(4-methoxyphenyl)-

13050-56-1
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Yield: 321 mg (96%)

Reaction Conditions:

Pd(dba)2 in ethyl acetate;toluene

Steps:

1.26 General Procedures:
The above general procedure was followed using 4-bromoanisole (187 mg, 1.00 mmol) and di(4-methoxyphenyl)amine (229 mg, 1.00 mmol) with 1 mol % Pd(dba)₂ and 0.8 mol % tri-t-butylphosphine in 1.5 mL of toluene. After one hour, the reaction mixture was adsorbed onto silica gel and chromatographed with 5% ethyl acetate/hexanes to give 321 mg (96%) of tri(4-methoxyphenyl)amine as a white solid. ¹ H NMR (500 MHz, C₆ D₆) δ 7.08 (d, J=10 Hz, 6 H), 6.73 (d, J=10 Hz, 6H), 3.31 (s, 9H). ¹³ C NMR (125 MHz, C₆ D₆) δ 155.7, 142.6, 125.3, 115.0, 55.0.

References:

Yale University US6100398, 2000, A