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Chemical Structure| 37812-51-4 Chemical Structure| 37812-51-4

Structure of 37812-51-4

Chemical Structure| 37812-51-4

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Product Details of [ 37812-51-4 ]

CAS No. :37812-51-4
Formula : C12H14N2O
M.W : 202.25
SMILES Code : N#CC1=CC=C(CN2CCOCC2)C=C1
MDL No. :MFCD00454271
InChI Key :BCZLYNFDOJXWGN-UHFFFAOYSA-N
Pubchem ID :216864

Safety of [ 37812-51-4 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301-H314
Precautionary Statements:P261-P280-P301+P310-P305+P351+P338-P310
Class:8(6.1)
UN#:2923
Packing Group:

Application In Synthesis of [ 37812-51-4 ]

* 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 [ 37812-51-4 ]

[ 37812-51-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 37812-51-4 ]
  • [ 82413-63-6 ]
YieldReaction ConditionsOperation in experiment
98% With diisobutylaluminium hydride; In hexane; toluene; at -78℃; for 2h;Inert atmosphere; A round-bottom flask was charged with 4-(morpholinomethyl)benzonitrile (8.54 g,42.2 mmol, 1.00 equiv) in toluene (50 mL) under nitrogen. Diisobutylaluminum hydride (84.5 mL, 84.5 mmol, 2.00 equiv, 1M in hexane) was added at -78 C and the reaction mixture was stirred for 2 h at -78 C before quenching with saturated NFL1C1 solution (50 mL). The resulting solution was extracted with ethyl acetate (3 x 50 mL) and the organic layers were combined, washed with brine (2 x 50 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was chromatographed on a silica gel column to yield 8.50 g (98% yield) of 4-(morpholinomethyl)benzaldehyde. LCMS (ESI, m/z): 206 [M+H].
Reference Example 61 4-(Morpholinomethyl)benzaldehyde Diisobutylaluminum hydride (18.9 ml, 0.93 M hexane solution) was added dropwise to a THF solution (60 ml) of 4-(morpholinomethyl)benzonitrile (1.00 mg) at -78C, followed by stirring at the same temperature for 2 hours. Methanol (5.0 ml) was added dropwise to the reaction solution, and concentrated hydrochloric acid (6.7 ml) was subsequently added to the mixture, followed by stirring overnight at room temperature. A saturated aqueous sodium bicarbonate solution was added to the reaction solution, and the resulting precipitate was removed by filtration through celite. The filtrate was extracted with ethyl acetate, washed with water and saturated brine and dried over sodium sulfate. The solvent was evaporated to obtain the title compound (670 mg) as a colorless oil. 1H-NMR (400 MHz, CDCl3) delta: 2.46 (4H, t, J=4.6 Hz), 3.57 (2H, s), 3.72 (4H, t, J=4.6 Hz), 7.52 (2H, d, J=8.3 Hz), 7.84 (2H, d, J=8.3 Hz), 10.00 (1H, s). ESI-MS m/z: 205M+.
 

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