ChemicalBook CAS DataBase List 2,3,3-Trimethyl-5-methoxy-3H-indole

2,3,3-Trimethyl-5-methoxy-3H-indole synthesis

6synthesis methods

Product Name:2,3,3-Trimethyl-5-methoxy-3H-indole
CAS Number:31241-19-7
Molecular formula:C12H15NO
Molecular Weight:189.25

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Yield:31241-19-7 95%

Reaction Conditions:

with acetic acid for 10 h;Reflux;

Steps:

Synthesis of 5-methoxy-2,3,3-trimethyl-3H-indole
A synthetic procedure was based on the literature method[14] with slight modifications. 4-methoxy-phenylhydrazine hydrochloride (0.223 g, 1.62 mmol) and isopropyl methyl ketone (0.139 g, 1.62 mmol) were added to glacial acetic acid (10 mL). The mixture was refluxed for 10 h with stirring. Then the mixture was cooled and neutralized with 1 M Na₂CO₃ then diluted with water (100 mL) and extracted with CHCl₃ (3 * 100 mL). Following the drying of the organic layer over MgSO₄, the solvent was removed by means of evaporation. A red, viscous oil of 5-methoxy-2,3,3-trimethyl-3H-indole was obtained in high yield (95%).

References:

Li, Hong;Pang, Meili;Wu, Bianpeng;Meng, Jiben [Journal of Molecular Structure,2015,vol. 1087,p. 23 - 29]

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19501-58-7 Synthesis