4-Methoxybenzaldehyde N-MethyliMine synthesis

8synthesis methods

Product Name:4-Methoxybenzaldehyde N-MethyliMine
CAS Number:13114-23-3
Molecular formula:C9H11NO
Molecular Weight:149.19

123-11-5 Synthesis

123-11-5
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74-89-5 Synthesis

74-89-5
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13114-23-3
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Yield:13114-23-3 100%

Reaction Conditions:

in ethanol;water at 40; for 2 h;

Steps:

25.AAH Preparation of l-(4-memoxyphenyl)-N-methylmethanimine.

To a stirred solution of 4-methoxybenzaldehyde (10.0 g, 73.4 mmol) in ethanol (30 mL) at 40 °C was added methylamine (40 w % in water; 7.63 mL, 88.1 mmol). Stirring was continued for 2 h. The reaction mixture was concentrated under reduced pressure. The residue was partitioned betwee CH₂C1₂ (20 mL) and water (20 mL), and the organic layer was washed with further water. The organics were then dried over Na₂S0₄, and concentrated in vacuo to afford 1 - (4-methoxyphenyl)-N-methylmethanimine (1 1.0 g, 100%) as a brown oil. -NMR (300 MHz, CDCl₃) 8 ppm: 8.19 (q, J= 1.7 Hz, 1H), 7.69 - 7.59 (m, 2H), 6.94 - 6.87 (m, 2H), 3.81 (d, J= 0.7 Hz, 3H), 3.46 (d, J= 1.5 Hz, 3H).

References:

WO2018/157190,2018,A1 Location in patent:Paragraph 0299

593-51-1 Synthesis