4-Methoxy-N-(4-methoxyphenyl)-N-phenylbenzenamine
4-Methoxy-N-(4-methoxyphenyl)-N-phenylbenzenamine Basic information
- Product Name:
- 4-Methoxy-N-(4-methoxyphenyl)-N-phenylbenzenamine
- Synonyms:
-
- 4,4'-Dimethoxytriphenylamine
- 4-Methoxy-N-(4-methoxyphenyl)-N-phenylbenzenamine
- 4-Methoxy-N-(4-Methoxyphenyl)-N-phenylaniline
- Benzenamine, 4-methoxy-N-(4-methoxyphenyl)-N-phenyl-
- 4-Methoxy-N-(4-methoxyphenyl)-N-phenylaniline, 95+%
- 4,4'-Dimethoxy triphenylamine
- CAS:
- 20440-94-2
- MF:
- C20H19NO2
- MW:
- 305.37
- Mol File:
- 20440-94-2.mol
4-Methoxy-N-(4-methoxyphenyl)-N-phenylbenzenamine Chemical Properties
- Melting point:
- 103 °C
- Boiling point:
- 453.4±30.0 °C(Predicted)
- Density
- 1.136
- storage temp.
- Sealed in dry,Room Temperature
- pka
- -1.74±0.50(Predicted)
- Appearance
- Off-white to light yellow Solid
4-Methoxy-N-(4-methoxyphenyl)-N-phenylbenzenamine Usage And Synthesis
Synthesis
104-92-7
62-53-3
20440-94-2
To a 1L three-neck flask were added 18.63 g (0.2 mol) of aniline, 78.55 g (0.42 mol) of 4-bromoanisole, 56.10 g (0.5 mol) of potassium tert-butanol and 465.7 g of toluene. Subsequently, 3.66 g (4.0 x 10^-3 mol) of Pd2(dba)3 and 2.32 g (8.0 x 10^-3 mol) of (t-Bu)3PH-BF4 were added as catalysts. The reaction mixture was heated to 100~108°C for 4 hours. After completion of the reaction, the reaction solution was filtered and the filtrate was washed with 200 g of water and dried with anhydrous sodium sulfate. Purification by silica gel column chromatography using toluene as eluent gave a brown viscous liquid. The above crude product was recrystallized with toluene and ethanol (mass ratio 1:2) to afford 51.0 g of 4,4'-dimethoxytriphenylamine in yellow powder form in 83.5% yield.
References
[1] European Journal of Organic Chemistry, 2016, vol. 2016, # 10, p. 1908 - 1914
[2] Chemical Communications, 2018, vol. 54, # 6, p. 642 - 645
[3] Journal of Materials Chemistry A, 2018, vol. 6, # 17, p. 7950 - 7958
[4] Patent: CN106565507, 2017, A. Location in patent: Paragraph 0112; 0113; 0114; 0115
[5] Chemistry - A European Journal, 2015, vol. 21, # 46, p. 16673 - 16678
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