ChemicalBook CAS DataBase List Indol-1-yl-acetic acid

Indol-1-yl-acetic acid synthesis

12synthesis methods

Product Name:Indol-1-yl-acetic acid
CAS Number:24297-59-4
Molecular formula:C10H9NO2
Molecular Weight:175.18

120-72-9 Synthesis

120-72-9
639 suppliers
$6.00/25g

105-36-2 Synthesis

105-36-2
354 suppliers
$5.00/5 g

24297-59-4
117 suppliers
$5.00/250mg

Yield: 92%

Reaction Conditions:

with sodium hydroxide;tetrabutylammomium bromide in water;benzene

Steps:

1 (1H-Indol-1-yl)acetic Acid
EXAMPLE 1 (1H-Indol-1-yl)acetic Acid To a solution of ethyl 2-bromoacetate (25 g, 0.15 mole) and indole (11.7 g, 0.1 mole) in 100 ml of benzene is added a solution of sodium hydroxide (25 g, 0.626 mole) in 50 ml of water. To the obtained mixture is added tetra-n-butylammonium bromide (1.6 g, 0.5 mmole). The mixture is stirred at 25° C. for 16 hours. The aqueous phase is acidified to pH 3. The organic phase is separated, dried and evaporated to give the title compound in 92% yield. NMR (DMSO-D₆) ppm (δ) 5.05 (s,2); 6.50 (d, 1), 6.9- 7.8 (m, 5).

References:

Yeda Research and Development Co. Ltd. US4139703, 1979, A