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Chemical Structure| 856434-73-6 Chemical Structure| 856434-73-6

Structure of 856434-73-6

Chemical Structure| 856434-73-6

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Product Details of [ 856434-73-6 ]

CAS No. :856434-73-6
Formula : C11H15NO2
M.W : 193.24
SMILES Code : O=CC1=CC(CN(C)C)=CC=C1OC
English Name :5-((Dimethylamino)methyl)-2-methoxybenzaldehyde
MDL No. :MFCD06247033

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* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 856434-73-6 ]

[ 856434-73-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 774-82-3 ]
  • [ 68-12-2 ]
  • [ 856434-73-6 ]
YieldReaction ConditionsOperation in experiment
35% Stage #1: 1-(3-bromo-4-methoxyphenyl)-N,N-dimethylmethanamine With n-butyllithium In tetrahydrofuran at -78 - -70℃; for 1h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78 - 0℃; for 2h; 37 To a solution of (3-bromo-4-methoxy-benzyl)-dimethylamine (2.5 g, 10.2 mmoles) in dry THF (46 mL) at-78°C was added n-BuLi (1.6 M, 7.0 mL, 11.3 mmoles) keeping the temperature below-70°C. The mixture was stirred for 60 minutes and dry DMF (1.6 mL, 20 mmoles) was added in one portion. The mixture was stirred for 2 h at-78°C, the cooling bath was removed and the mixture was allowed to warm to 0°C. Aqueous NaOH (2M, 20 mL) was added and the mixture was extracted with EtzO (3 x 100 mL). The organic phase was dried over Na2SO4 and the solvent was removed under reduced pressure leaving a yellow oil. Distillation (100°C, lmbar) afforded the product as a colourless oil in 35% yield (0.7 g, 3.6 mmoles). 1H-NMR (CD3) : 10.45 (1H, s), 7.80 (1H, d J = 2. 3Hz), 7.54 (1H, dd J = 8.8Hz, 2.3Hz), 6.96 (1H, d J = 8.8 Hz), 3.93 (3H, s), 3.39 (2H, s), 2.22 (6H, s).
 

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