Lithium Hydroxide → 5-(3-Hexyl-1-methyl-1H-indol-2-yl)-5-oxo-pentanoic acid

HRID 2406637Notes

Reaction equation

HRID 2406637 reaction equation
C[O:2][C:3](=[O:25])[CH2:4][CH2:5][CH2:6][C:7]([C:9]1[N:10]([CH3:24])[C:11]2[C:16]([C:17]=1[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:8].[Li+].[OH-].C(OCC)(=O)C>C(O)(C)C.O>[CH2:18]([C:17]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]([CH3:24])[C:9]=1[C:7](=[O:8])[CH2:6][CH2:5][CH2:4][C:3]([OH:25])=[O:2])[CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

Participants

6

Reactant 3

HCID 3939Lithium HydroxideHCID 8857Ethyl AcetateHCID 666439815-(3-Hexyl-1-methyl-1H-indol-2-yl)-5-oxo-pentanoic acid methyl ester

Product 1

HCID 498002805-(3-Hexyl-1-methyl-1H-indol-2-yl)-5-oxo-pentanoic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Procedure

To a solution of 5-(3-hexyl-1-methyl-1H-indol-2-yl)-5-oxo-pentanoic acid methyl ester in isopropanol and water was added LiOH and stirred for 3 hours. The reaction was treated with 1M HCL and ethyl acetate. The product was purified by column chromatography.

Workup

  1. customThe product was purified by column chromatography

Sources & evidence

ORD record
ord-0618f4bd4c834dcdad4b612c7bcb1e72
Source dataset
uspto-grants-2014_08
Patent number
US08809382B2

Reaction notes

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