1H-Indole, 2-propyl- synthesis

12synthesis methods

Product Name:1H-Indole, 2-propyl-
CAS Number:13228-41-6
Molecular formula:C11H13N
Molecular Weight:159.23

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Yield:13228-41-6 42%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in ethanol at 20;

Steps:

13B.4

1-(2-Nitrophenyl)pentan-2-one (0.31 g, 1.5 mmol) obtained in step 3 was dissolved in ethanol (3.0 mL), 10% palladium carbon (0.032 mg, 0.30 mmol) was added, and the mixture was stirred at room temperature overnight under a hydrogen atmosphere. The reaction solution was filtered through celite, and the filtrate was concentrated under reduced pressure. The obtained reaction residue was purified by silica gel column chromatography (hexane/ethyl acetate = 10/1 v/v) to give 2-propyl-1H-indole (100 mg, 42%). ESIMS m/z: 160 (M + H)⁺; ¹H NMR (270 MHz, CDCl₃, δ): 1.03 (t, J = 7.3 Hz, 3H), 1.71-1.80 (m, 2H), 2.74 (t, J = 7.3 Hz, 2H), 6.21 (br s, 1H), 7.04-7.12 (m, 2H), 7.30 (d, J = 7.8 Hz, 1H), 7.52 (d, J= 7.8 Hz, 1H), 7.86 (br s, 1H)

References:

EP2740730,2014,A1 Location in patent:Paragraph 0386

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