ChemicalBook CAS DataBase List 5,6-DIMETHOXYINDOLE-2-CARBOXYLIC ACID

5,6-DIMETHOXYINDOLE-2-CARBOXYLIC ACID synthesis

8synthesis methods

Product Name:5,6-DIMETHOXYINDOLE-2-CARBOXYLIC ACID
CAS Number:88210-96-2
Molecular formula:C11H11NO4
Molecular Weight:221.21

METHYL 5,6-DIMETHOXY-1H-INDOLE-2-CARBOXYLATE

28059-24-7
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$87.00/500mg

88210-96-2
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$25.00/100mg

Yield: 100%

Reaction Conditions:

with lithium hydroxide;water in 1,4-dioxane at 25; for 12 h;

Steps:

102 (47.1 mg, 0.2 mmol) in dioxane/H2O (4:1, 1 mL) was treated with 4 M LiOH (200 μL) for 12 h at 25° C., then quenched with the addition of 1 M HCl (2 mL) and ice, and extracted with EtOAc (2×20 mL). The combined organic layers were dried (Na2SO4), and concentrated in vacuo to afford 104 (44 mg, quant.) as a gray solid: mp 202° C. (dec); 1H NMR (DMSO-d6, 500 MHz) δ 12.57 (1H, br s), 11.45 (1H, s), 7.07 (1H, s), 6.95 (1H, d, J=2.2 Hz), 6.86 (1H, s), 3.78 (3H, s), 3.75 (3H, s); 13C NMR (DMSO-d6, 125 MHz) δ 162.6, 149.1, 145.5, 132.4, 126.4, 119.7, 107.5, 102.5, 94.3, 55.6, 55.4.

References:

The Scripps Research Institute US2005/26987, 2005, A1 Location in patent:Page 20