ChemicalBook CAS DataBase List Indole-3-acetone

Indole-3-acetone synthesis

10synthesis methods

Product Name:Indole-3-acetone
CAS Number:1201-26-9
Molecular formula:C11H11NO
Molecular Weight:173.21

75-16-1
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$12.00/10ml

2-(1H-indol-3-yl)-N-Methoxy-N-MethylacetaMide

132922-37-3
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$45.00/10mg

1201-26-9
136 suppliers
$80.00/250mg

Yield:1201-26-9 2.35 g

Reaction Conditions:

in tetrahydrofuran at 0; for 5 h;

Steps:

a Intermediate 20. 6-Bromo-8-iodo-1,3-dimethyl-9H-pyrido[3,4-b]indole

a) 1-(1H-Indol-3-yl)propan-2-one Under argon 2-(1H-indol-3-yl)-N-methoxy-N-methylacetamide (3.00 g, 13.75mmol) was dissolved in THF (60 ml) and the solution cooled to 0 °C. A methylmagnesium bromide solution in THF(27.49 ml, 27.49 mmol) was slowly added with stirring. After 2 h a second portion of methylmagnesium bromidesolution (27.49 ml, 27.49 mmol) and after 3 h a third portion of methylmagnesium bromide solution (27.49 ml, 27.49mmol) were added. Then an aqueous ammonium chloride solution was added, followed by EA. The phases wereseparated, and the organic phase was washed with water and brine, dried, filtered and concentrated in vacuo. Theresidue was purified by chromatography over silica gel with HEP/EA (gradient) to yield 2.35 g of the title compound.LC/MS (Method LC5): RT = 1.56 min; m/z = 174.1 [M+H]+

References:

EP3318563,2018,A1 Location in patent:Paragraph 0155