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3-Cyclohexyl-1H-indole synthesis

11synthesis methods
Phosphonic acid, [hydroxy(2-nitrophenyl)methyl]-, diethyl ester

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3-Cyclohexyl-1H-indole

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Yield:-

Steps:

Multi-step reaction with 5 steps
1.1: 97 percent / H2 / 10 percent Pd/C / ethanol / 72 h / 100 °C / 38786.1 Torr
2.1: 57 percent / aq. KOH; BnEt3NCl / CH2Cl2 / Heating
3.1: LDA / tetrahydrofuran; hexane / 0.5 h / -78 °C
3.2: 73 percent / HMPA / tetrahydrofuran; hexane / -78 - 20 °C
4.1: AIBN / acetonitrile / 0.25 h / 100 °C
5.1: Raney-Ni / ethanol

References:

Tokuyama;Watanabe;Hayashi;Kurokawa;Peng;Fukuyama [Synlett,2001,# 9,p. 1403 - 1406]

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