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Chemical Structure| 19337-97-4 Chemical Structure| 19337-97-4
Chemical Structure| 19337-97-4

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trans-3-(3-Pyridyl)acrylic acid is a trans-3-phenylpropionic acid with antiviral activity against tobacco mosaic virus (TMV).

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Product Details of trans-3-(3-Pyridyl)acrylic acid

CAS No. :19337-97-4
Formula : C8H7NO2
M.W : 149.15
SMILES Code : O=C(O)/C=C/C1=CC=CN=C1
MDL No. :MFCD00006410
InChI Key :VUVORVXMOLQFMO-ONEGZZNKSA-N
Pubchem ID :776396

Safety of trans-3-(3-Pyridyl)acrylic acid

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

Application In Synthesis of trans-3-(3-Pyridyl)acrylic acid

* 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 [ 19337-97-4 ]

[ 19337-97-4 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 19337-97-4 ]
  • [ 120277-39-6 ]
YieldReaction ConditionsOperation in experiment
With 4-methyl-morpholine; sodium borohydrid; isobutyl chloroformate; In 1,2-dimethoxyethane; water; PREPARATION 5 Isobutyl chloroformate (4.4 ml) was added dropwise to a suspension of (E)-3-(3-pyridyl)acrylic acid (5.0 g) and N-methylmorpholine (4.05 ml) in 1,2-dimethoxyethane (50 ml) under -18° C. After being stirred at the same temperature for 0.5 hour, a solution of sodium borohydride (1.86 g) in water (10 ml) was added to the mixture all at once. The resulting mixture was poured into water and extracted with ethyl acetate. The extract was washed with brine and dried over magnesium sulfate, and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel using a mixed solvent of hexane and ethyl acetate as eluent. The fractions containing the objective compound were collected and evaporated under reduced pressure to give (E)-3-(3-pyridyl)-2-propen-1-ol (1.0 g) as an oil. NMR (CDCl3, delta): 4.40 (2H, d, J=4.0Hz), 6.52 (1H, dt, J=4.0, 16.1Hz, trans), 6.65 (1H, d, J=16.1Hz, trans), 7.45 (1H, dd, J=5.6, 8.0Hz), 7.89 (1H, d, J=8.0Hz), 8.44 (1H, d, J=15.6Hz), 8.58 (1H, s)
  • 2
  • [ 19337-97-4 ]
  • [ 118420-23-8 ]
YieldReaction ConditionsOperation in experiment
palladium on activated carbon; In N-methyl-acetamide; methanol; Reference Example 12 Preparation of 3-(3-pyridyl)propionic acid: A mixture of 5.0 g of 3-(3-pyridyl)acrylic acid, 0.4 g of 10% palladium on activated carbon, 150 ml of methanol, and 50 ml of dimethylformamide is hydrogenated at room temperature and atmospheric pressure. After removal of the catalyst by filtration, the filtrate is concentrated to give 5.1 g of the title compound. 3-(6-Methyl-3-pyridyl)propionic acid is prepared in substantially the same manner as in Reference Example 12, using the corresponding starting materials.
 

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