benzyl spiro[indole-3,4'-piperidine]-1'-carboxylate synthesis

8synthesis methods

Product Name:benzyl spiro[indole-3,4'-piperidine]-1'-carboxylate
CAS Number:184289-85-8
Molecular formula:C20H20N2O2
Molecular Weight:320.39

59-88-1 Synthesis

59-88-1
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138163-08-3 Synthesis

138163-08-3
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benzyl spiro[indole-3,4'-piperidine]-1'-carboxylate

184289-85-8
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Yield:184289-85-8 54%

Reaction Conditions:

with trifluoroacetic acid in dichloromethane at 0 - 20; for 17 h;

Steps:

Synthesis of spiroindolenines 3

General procedure: To an ice-cooled solution of carbaldehyde (1 eq.) in DCM (0.1 M), the corresponding aryl hydrazinehydrochloride (1 eq.) was slowly added. After 10 min at 0°C, TFA (2 eq) was added dropwise. Thereaction mixture was stirred at room temperature overnight. The mixture was diluted with DCM andwater and Na2CO3 (3 eq.) were added. The organic phase was separated and washed with water andbrine. Finally, it was dried over Na2SO4 and concentrated under reduced pressure. The crude productwas subjected to column chromatography (SiO2, corresponding eluent).

References:

Estévez, Verónica;Kloeters, Laura;Kwietniewska, Natalia;Vicente-García, Esther;Ruijter, Eelco;Orru, Romano V.A. [Synlett,2017,vol. 28,# 3,art. no. ST-2016-D0595-L,p. 376 - 380]

138163-08-3 Synthesis

138163-08-3
187 suppliers
$6.00/1g

100-63-0 Synthesis