5-Ethoxyindole

E1. 5-Ethoxy-indole; A mixture of commercially available 5-hydroxy-indole (18 g, 13.5 mmol), anhydrous KA mixture of commercially available 5-hydroxy-indole (18 g, 13.5 mmol), anhydrous KA mixture of commercially available 5-hydroxy-indole (18 g, 13.5 mmol), anhydrous KD2. (5-Ethoxy-1 H-indol-3-ylmethyl)-dimethyl-amine; A mixture of A mixture of A mixture of General procedure: A 20mL vial was charged with 1 mmol of indole, 1.1 mmol of Nsubstituted4-piperidone and 5mL of 1M KOH in MeOH. The vialwas sealed and the reaction was stirred at 75 C 18 h. If precipitateappeared after cooling to room temperature it was filtered andwashed with water and diethyl ether and dried. Otherwise, thereaction was stripped of solvent and remaining residue partitionedbetween water and DCM. Aqueous was extracted with DCM andcombined organics washed with brine, dried with anhydrousmagnesium sulfate and the crude product was purified by flashcolumn chromatography.General procedure: A 20mL vial was charged with 1 mmol of indole, 1.1 mmol of Nsubstituted4-piperidone and 5mL of 1M KOH in MeOH. The vialwas sealed and the reaction was stirred at 75 C 18 h. If precipitateappeared after cooling to room temperature it was filtered andwashed with water and diethyl ether and dried. Otherwise, thereaction was stripped of solvent and remaining residue partitionedbetween water and DCM. Aqueous was extracted with DCM andcombined organics washed with brine, dried with anhydrousmagnesium sulfate and the crude product was purified by flashcolumn chromatography.General procedure: A 20mL vial was charged with 1 mmol of indole, 1.1 mmol of Nsubstituted4-piperidone and 5mL of 1M KOH in MeOH. The vialwas sealed and the reaction was stirred at 75 C 18 h. If precipitateappeared after cooling to room temperature it was filtered andwashed with water and diethyl ether and dried. Otherwise, thereaction was stripped of solvent and remaining residue partitionedbetween water and DCM. Aqueous was extracted with DCM andcombined organics washed with brine, dried with anhydrousmagnesium sulfate and the crude product was purified by flashcolumn chromatography.General procedure: A 20mL vial was charged with 1 mmol of indole, 1.1 mmol of Nsubstituted4-piperidone and 5mL of 1M KOH in MeOH. The vialwas sealed and the reaction was stirred at 75 C 18 h. If precipitateappeared after cooling to room temperature it was filtered andwashed with water and diethyl ether and dried. Otherwise, thereaction was stripped of solvent and remaining residue partitionedbetween water and DCM. Aqueous was extracted with DCM andcombined organics washed with brine, dried with anhydrousmagnesium sulfate and the crude product was purified by flashcolumn chromatography.

Molecular Weight:161.20
XLogP3:2.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:161.084063974
Monoisotopic Mass:161.084063974
Topological Polar Surface Area:25
Heavy Atom Count:12
Complexity:149
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes