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Chemical Structure| 63304-80-3 Chemical Structure| 63304-80-3

Structure of 63304-80-3

Chemical Structure| 63304-80-3

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Product Details of [ 63304-80-3 ]

CAS No. :63304-80-3
Formula : C9H9NO5
M.W : 211.17
SMILES Code : O=C(O)CC1=CC=C(OC)C([N+]([O-])=O)=C1
MDL No. :MFCD02664835

Safety of [ 63304-80-3 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 63304-80-3 ]

* 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 [ 63304-80-3 ]

[ 63304-80-3 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 67-56-1 ]
  • [ 63304-80-3 ]
  • [ 34837-88-2 ]
  • 2
  • [ 63304-80-3 ]
  • [ 63304-81-4 ]
YieldReaction ConditionsOperation in experiment
94% With palladium 10% on activated carbon; hydrogen; In methanol; at 20℃; for 12.0h; Step 1: Pd/C (10%) (100 mg) was added to a solution of 2-(4-methoxy-3- nitrophenyl)acetic acid (1 .0 g, 4.7 mmol) in MeOH (5 mL) at rt. Then hydrogen was filled and the reaction mixture was stirred for 12h. The solution was filtered through a pad of Celite and the filtrate was concentrated under vacuum to afford the product (803 mg, 94%). The residue was used in the next step without further purification
90% With palladium 10% on activated carbon; hydrogen; In methanol; at 20℃; for 15.0h; 2-(4-methoxy-3-nitrophenyl)acetic acid (1.30 g,6.16 mmol) prepared in step 1 was dissolved in methanol (150 mE), to which 10 weight % Pd/C (0.62 g, 0.62 mmol) was added. The mixture was stirred at room temperature for 15 hours while purging hydrogen gas. Upon completion of the reaction, a new spot was formed under the starting material, which was confirmed by TEC. 10 weight % Pd/C was filtered and the reaction mixture was concentrated under reduced pressure. Then, purification was performed by MPEC to give the target compound 2-(3-amino-4-methoxy- phenyl)acetic acid (1.00 g, 5.52 mmol, yield: 90%). ‘H-NMR (300 MHz, CDC13) ö 6.74-6.72 (m, 1H), 6.65-6.62 (m, 2H), 4.67 (br, s, 3H), 3.83 (s, 3H), 3.50 (s, 2H); EC/MS 182 [M+H].
  • 3
  • [ 34837-88-2 ]
  • [ 63304-80-3 ]
YieldReaction ConditionsOperation in experiment
80% With lithium hydroxide monohydrate; In tetrahydrofuran; water; at 20℃; for 1h; Methyl 2-(4-methoxy-3-nitrophenyl)acetate (8.0 g, 35.6 mmol) was dissolved in tetrahydrofuran (80 mL) and water (20 mL). Lithium hydroxide monohydrate (4.5 g, 106.7 mmol) was slowly added to the reaction solution, and the reaction was stirred at room temperature for 1 hour. Tetrahydrofuran was removed under reduced pressure and the pH was adjusted to 3 with hydrochloric acid (3N). The reaction mixture was stirred for 15 minutes and then filtered. The filter cake was washed with 50 mL of water and dried to give 2-(4-methoxy-3-nitrophenypacetic acid. (6.0 g, 28.4 mmol, yield: 80%). 1H NMR (400 MHz, DMSO-d6) delta 12.46 (m, 1H), 7.79 (d, J=2.4 Hz, 1H), 7.56 (dd, J=2.4 and 8.8 Hz, 1H), 7.32 (d), J=8.8 Hz, 1H), 3.91(s, 3H), 3.64(s, 2H).
 

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