Water → 5-(6-Chloro-2-hexyl-indol-1-yl)-3-(R)-methyl-5-oxo-pentanoic acid

HRID 2406672Notes

Reaction equation

HRID 2406672 reaction equation
C[O:2][C:3](=[O:26])[CH2:4][C@H:5]([CH3:25])[CH2:6][C:7]([N:9]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([Cl:18])[CH:16]=2)[CH:11]=[C:10]1[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[O:8].O.C(OCC)(=O)C>C1COCC1>[Cl:18][C:15]1[CH:16]=[C:17]2[C:12]([CH:11]=[C:10]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[N:9]2[C:7](=[O:8])[CH2:6][C@@H:5]([CH3:25])[CH2:4][C:3]([OH:26])=[O:2])=[CH:13][CH:14]=1

Participants

5

Reactant 3

HCID 962WaterHCID 8857Ethyl AcetateHCID 666440215-(6-Chloro-2-hexyl-indol-1-yl)-3(R)-methyl-5-oxo-pentanoic acid methyl ester

Product 1

HCID 498023155-(6-Chloro-2-hexyl-indol-1-yl)-3-(R)-methyl-5-oxo-pentanoic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To the solution of 5-(6-Chloro-2-hexyl-indol-1-yl)-3-(R)-methyl-5-oxo-pentanoic acid methyl ester in THF was added 1.2N HCL and was stirred at 60 0 C for 30 hours. The reaction mixture was then treated with water and ethyl acetate. The product was purified by column chromatography.

Workup

  1. customThe product was purified by column chromatography

Sources & evidence

ORD record
ord-0c5eed0a05a046f1aeebd7259288789d
Source dataset
uspto-grants-2014_08
Patent number
US08809382B2

Reaction notes

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