2-DIMETHYLAMINOMETHYL-BENZALDEHYDE synthesis

4synthesis methods

Product Name:2-DIMETHYLAMINOMETHYL-BENZALDEHYDE
CAS Number:19886-78-3
Molecular formula:C10H13NO
Molecular Weight:163.22

53369-76-9 Synthesis

53369-76-9
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19886-78-3
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Yield:-

Reaction Conditions:

Stage #1: 2-((dimethylamino)methyl)benzonitrilewith diisobutylaluminium hydride in tetrahydrofuran;hexane at -78; for 2 h;
Stage #2: with methanol in tetrahydrofuran;hexane at 20;

Steps:

68 2-(Dimethylaminomethyl)benzaldehyde

Reference Example 68 2-(Dimethylaminomethyl)benzaldehyde Diisobutylaluminum hydride (16.7 ml, 0.93 M hexane solution) was added dropwise to a THF solution (20 ml) of 2-(dimethylaminomethyl)benzonitrile (830 mg) at -78°C, followed by stirring at the same temperature for 2 hours. Methanol (5.0 ml) was added dropwise to the reaction solution, and silica gel was subsequently added to the mixture, followed by stirring overnight at room temperature. The solvent was evaporated, the thus obtained residue was purified by silica gel column chromatography, and the fraction obtained from the elude of dichloromethane:methanol = 10:1 was concentrated under reduced pressure to obtain the title compound (166 mg) as a yellowish brown oil. ¹H-NMR (400 MHz, CDCl₃) δ: 2.25 (6H, s), 3.76 (2H, s), 7.39 (1H, t, J=7.8 Hz), 7.42 (1H, d, J=7.8 Hz), 7.51 (1H, t, J=7.8 Hz), 7.87 (1H, d, J=7.8 Hz), 10.37 (1H, s). ESI-MS m/z: 164 (M+H)⁺.

References:

EP1612204,2006,A1 Location in patent:Page/Page column 42-43

6630-33-7
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19886-78-3
15 suppliers
$58.00/100mg

References

40398-01-4
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$19.00/1g

19886-78-3
15 suppliers
$58.00/100mg

References

20320-37-0 Synthesis

20320-37-0
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19886-78-3
15 suppliers
$58.00/100mg

References