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Chemical Structure| 25888-01-1 Chemical Structure| 25888-01-1

Structure of 25888-01-1

Chemical Structure| 25888-01-1

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Product Details of [ 25888-01-1 ]

CAS No. :25888-01-1
Formula : C11H11NO3
M.W : 205.21
SMILES Code : O=C(C1=C(C)N(C)C2=C1C=C(O)C=C2)O
MDL No. :MFCD00458839

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Application In Synthesis of [ 25888-01-1 ]

* 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 [ 25888-01-1 ]

[ 25888-01-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 15574-49-9 ]
  • [ 25888-01-1 ]
YieldReaction ConditionsOperation in experiment
77% With water; sodium hydroxide; In ethanol; for 12.0h;Reflux; General procedure: A solution of 3a or 3b (0.0043 mol) and sodium hydroxide (17.15 g, 0.043 mol) in ethanol (100 mL) and water (50 mL) was stirred at reflux for 12 h. After cooling to ambient temperature, the reaction was acidized with hydrochloric acid to pH 2. Then the reaction mixture was filtered and the residue was purified by recrystallization with ethanol to afford the product as solid. 5-Hydroxy-1,2-dimethyl-1H-indole-3-carboxylic Acid (4a) Yellow solid; yield: 77.0%; M.p.: 216-217C; ESI-MS, m/z: calcd. 205.07 (M+); found 204.1([M-H]-); 1H NMR (400 MHz, DMSO-d6): delta 11.76 (s, 1H), 8.84 (s, 1H), 7.38 (d, J = 2.3 Hz, 1H), 7.25 (d, J = 8.7 Hz, 1H), 6.63 (dd, J = 8.7, 2.4 Hz, 1H), 3.63 (s, 3H), 2.65 (s, 3H).
77.0% With water; sodium hydroxide; In ethanol; for 12.0h;Reflux; General procedure: A solution of 3a or 3b (0.0043 mol) and sodium hydroxide (17.15 g, 0.043 mol) in ethanol (100 mL) and water (50 mL) was stirred at reflux for 12 h. After cooling to ambient temperature, the reaction was acidized with hydrochloric acid to pH 2. Then the reaction mixture was filtered and the residue was purified by recrystallization with ethanol to afford the product as solid.
76.98% With water; sodium hydroxide; In ethanol; for 12.0h;Reflux; General procedure: synthetic method: will 1-alkyl-2-methyl-5-hydroxy-1H-indole-3- Carboxylic acid ethyl ester 0.043 mol, Sodium hydroxide (17.15 g, 0.43 mol), Ethanol 100mL and water 50mL placed in 250ml eggplant flask, Heating reflux reaction 12h, The reaction solution was cooled to room temperature, With 6mol / L aqueous solution of hydrochloric acid to adjust pH = 2, Precipitation of a large number of solid, Filter, The crude product was recrystallized from ethanol.
76.98% With sodium hydroxide; In ethanol; water; for 12.0h;Reflux; 1,2-dimethyl-5-hydroxy-1H-indole-3-carboxylate 0.043mol, sodium hydroxide (17.15g, 0.43mol), 100mL ethanol, 50mL water and 250mL eggplant-shaped flask was placed. The reaction was heated at reflux for 12h, the reaction was cool to room temperature, with 6mol/L aqueous hydrochloric acid is adjusted to pH = 2, and the precipitated solid was filtered off with suction. The crude product was recrystallized from ethanol to give a yellow solid 6.79 g, yield 76.98%.

 

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