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Chemical Structure| 81172-89-6 Chemical Structure| 81172-89-6

Structure of 4-(Diethoxymethyl)benzaldehyde
CAS No.: 81172-89-6

Chemical Structure| 81172-89-6

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Product Details of [ 81172-89-6 ]

CAS No. :81172-89-6
Formula : C12H16O3
M.W : 208.25
SMILES Code : O=CC1=CC=C(C(OCC)OCC)C=C1
MDL No. :MFCD00010217
InChI Key :HTMXMFARWHNJDW-UHFFFAOYSA-N
Pubchem ID :595993

Safety of [ 81172-89-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 81172-89-6 ]

* 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 [ 81172-89-6 ]

[ 81172-89-6 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 81172-89-6 ]
  • [ 156866-52-3 ]
  • 2
  • [ 81172-89-6 ]
  • [ 123986-64-1 ]
  • 3
  • [ 33024-60-1 ]
  • [ 81172-89-6 ]
  • [ 1402390-87-7 ]
YieldReaction ConditionsOperation in experiment
2197 g A solution of <strong>[33024-60-1]tetrahydro-2H-pyran-4-amine hydrochloride</strong> (1.13 kg, 8.21 mol) in MeOH (14.3 L) is stirred at about 20 °C. then Et3N (1.06 kg, 1.43 L, 8.21 mol) is added. The mixture is stirred for at least 5 min then terephthalaldehyde diethyl acetal (1.43 kg, 6.84 mol) is added while maintaining the reaction temperature between 20-25 °C. The mixture is stirred for at least 45 min to form the imine. NaBH4 caplets (414 g, 11.0 mol) are added while maintaining the reaction temperature below about 25 °C. The mixture is stirred for 1 h after the addition is completed. The reaction mixture is quenched by adding 1 M NaOH (13.7 L) then extracted with MTBE. The organic solution was washed with brine (7.13 L) then dried (Na2S04) and concentrated to afford Compound A-2 (2197 g; 109percent yield, 94.4 area percent purity by HPLC) as a hazy oil. ? NMR (400 MHz, CDC13) ? 7.43 (d, J= 8.1 Hz, 2H), 7.31 (d, J = 8.1 Hz, 2H), 5.49 (s, 1H), 4.66 (br s, 1H), 4.03 - 3.91 (m, 2H), 3.82 (s, 2H), 3.69 - 3.47 (m, 4H), 3.38 (td, J= 1 1.6, 2.1 Hz, 2H), 2.78 - 2.65 (m, 1H), 1.90 - 1.81 (m, 2H), 1.53 - 1.37 (m, 2H), 1.23 (t, J= 7.1 Hz, 6H).
2197 g A solution of <strong>[33024-60-1]tetrahydro-2H-pyran-4-amine hydrochloride</strong> (1.13 kg, 8.21 mol) in MeOH (14.3 L) is stirred at about 20 °C. then Et3N (1.06 kg, 1.43 L, 8.21 mol) is added. The mixture is stirred for at least 5 min then terephthalaldehyde diethyl acetal (1.43 kg, 6.84 mol) is added while maintaining the reaction temperature between 20-25 °C. The mixture is stirred for at least 45 min to form the imine. NaBH4 caplets (414 g, 11.0 mol) are added while maintaining the reaction temperature below about 25 °C. The mixture is stirred for 1 h after the addition is completed. The reaction mixture is quenched by adding 1 M NaOH (13.7 L) then extracted with MTBE. The organic solution was washed with brine (7.13 L) then dried (Na2S04) and concentrated to afford Compound A-2 (2197 g; 109percent yield, 94.4 area percent purity by HPLC) as a hazy oil. ? NMR (400 MHz, CDC13) ? 7.43 (d, J= 8.1 Hz, 2H), 7.31 (d, J = 8.1 Hz, 2H), 5.49 (s, 1H), 4.66 (br s, 1H), 4.03 - 3.91 (m, 2H), 3.82 (s, 2H), 3.69 - 3.47 (m, 4H), 3.38 (td, J= 1 1.6, 2.1 Hz, 2H), 2.78 - 2.65 (m, 1H), 1.90 - 1.81 (m, 2H), 1.53 - 1.37 (m, 2H), 1.23 (t, J= 7.1 Hz, 6H).
  • 4
  • [ 110-91-8 ]
  • [ 81172-89-6 ]
  • [ 82413-63-6 ]
 

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