ChemicalBook CAS DataBase List 5-Acetylindole

5-Acetylindole synthesis

13synthesis methods

Product Name:5-Acetylindole
CAS Number:53330-94-2
Molecular formula:C10H9NO
Molecular Weight:159.18

1670-81-1 Synthesis

1670-81-1
341 suppliers
$6.00/250mg

917-54-4
174 suppliers
$44.39/50ml

53330-94-2
122 suppliers
$27.00/100mg

Yield: 87.97%

Reaction Conditions:

in tetrahydrofuran at 0; for 12 h;Inert atmosphere;

Steps:

4.1.15. The synthesis of intermediate 29
The 1H-indole-5-carboxylic acid (1.5 g, 9.31 mmol) was dissolvedin THF under Ar atmosphere and CH3Li (1.5 M, 20.48 mL,30.71 mmol) was added dropwise at 0 °C. After stirring for 12 h, thereactionwas quenched with water, extracted with EA (3 x 150 mL), and the combined organic layers were then washed with brine,dried over anhydrous Na2SO4, and concentrated in vacuo to providethe crude product, which was purified by column chromatographywith petroleum/ethyl acetate (4: 1) to give 29 (1.30 g, 87.97%) as ayellow oil. The spectra data were consistent with the literature [29].

References:

Shuai, Wen;Li, Xinnan;Li, Wenlong;Xu, Feijie;Lu, Lixue;Yao, Hong;Yang, Limei;Zhu, Huajian;Xu, Shengtao;Zhu, Zheying;Xu, Jinyi [European Journal of Medicinal Chemistry,2020,vol. 197,art. no. 112308]