ChemicalBook CAS DataBase List 4-BROMO-1-METHYL-1H-INDOLE

4-BROMO-1-METHYL-1H-INDOLE synthesis

7synthesis methods

Product Name:4-BROMO-1-METHYL-1H-INDOLE
CAS Number:590417-55-3
Molecular formula:C9H8BrN
Molecular Weight:210.07

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616-38-6 Synthesis

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590417-55-3
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Yield: 91%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 140;

Steps:

4.2.10 4-Bromo-3-acetyl-1-methyl-1H-indole (32)
A suspension of 31 (8.8g, 45mmol), potassium carbonate (4.5g, 32mmol), and dimethyl carbonate (12g, 0.13mol) in DMF (56mL) was gradually heated to 140°C over 30min and stirred for 3.5h. After cooling to room temperature, the insoluble solids were removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was distilled under reduced pressure (0.2mmHg, 155-180°C) to give 8.5g (91%) of 4-bromo-1-methylindole as a yellow liquid. Its ¹H NMR spectroscopic data were consistent with those reported in the literature.⁴⁸

References:

Fu, Tsung-Hao;McElroy, William T.;Shamszad, Mariam;Heidebrecht Jr., Richard W.;Gulledge, Brian;Martin, Stephen F. [Tetrahedron,2013,vol. 69,# 27-28,p. 5588 - 5603]

52488-36-5
471 suppliers
$15.00/1g