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[ CAS No. 103188-46-1 ] {[proInfo.proName]}

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Chemical Structure| 103188-46-1
Chemical Structure| 103188-46-1
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Product Details of [ 103188-46-1 ]

CAS No. :103188-46-1 MDL No. :MFCD17129089
Formula : C17H17NO4 Boiling Point : -
Linear Structure Formula :- InChI Key :KZUJJPCTENPKOE-XBXARRHUSA-N
M.W : 299.32 Pubchem ID :11630793
Synonyms :

Safety of [ 103188-46-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 103188-46-1 ]

* 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 [ 103188-46-1 ]

[ 103188-46-1 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 51-61-6 ]
  • [ 7400-08-0 ]
  • [ 106005-97-4 ]
YieldReaction ConditionsOperation in experiment
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; trimethylamine; In N,N-dimethyl-formamide; at 20℃; for 12.0h;Inert atmosphere; General procedure: BOP (Castro's reagent [29], 0.25 mmol) was added to a mixture solution of acid (0.20 mmol) and amine (0.20 mmol) in dry DMF (20 ml) under a nitrogen atmosphere at room temperature. To this mixture, trimethylamine (0.40 mmol) was added drop wise with vigorous stirring. The stirring was continued for 12 h. The reaction mixture was quenched with water (100 ml) and then extracted with ethylacetate (3 50 ml). Organic layer was wished with brine and dried over anhydrous Na2SO4. The solvent was evaporated and residue was subjected to silica gel chromatography using CHCl3/CH3OH (10:1) as eluent to give corresponding amides (1-1d) as 30-80% yield.
  • 2
  • [ 3943-97-3 ]
  • [ 645-31-8 ]
  • [ 106005-97-4 ]
YieldReaction ConditionsOperation in experiment
67% With 1-methyl-pyrrolidin-2-one; sodium hydrogencarbonate; In N,N-dimethyl acetamide; at 160℃; for 12.0h;Inert atmosphere; 14.2g Dopamine hydrobromide, 9.0g methyl p-hydroxycinnamate, 5.1 g of sodium bicarbonate and 50 ml of N-methylpyrrolidone added into 100mL the four-necked round bottom flask, system using under nitrogen protection, and the internal temperature raised at 160 C for 12 hours, and the TLC test has been completed. Added 200mL water, add ethyl acetate 100mL X 3 extract. The organic phase has been washed with saturated brine 100mL X2, 1N dilute hydrochloric acid 100mL X2, dried over anhydrous sodium sulfate, filtered and concentrated then obtained 28.0 g of slurry. to this slurry added the 20mL of petroleum ether and 2mL of ethyl acetate, then heated to reflux for 30 minutes. Cooling, standing, pours out the upper layer solution, and added the 10mL absolute ethanol to the slurry, stirs for 30 minutes, filter, dry, then obtained the 10.2g white solid product. Identified by nuclear magnetic resonance, the obtained product is N-coumaroyl dopamine. By this method can achieve the design goal, no need to column purification in order to get pure product, yield increased up to 67%.
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