Lithium hydroxide, monohydrate → HCID 19849007, compound

HRID 1608269Notes

Reaction equation

HRID 1608269 reaction equation
[CH3:1][N:2]([CH3:20])[CH2:3][CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([CH2:14][CH2:15][C:16]([O:18]C)=[O:17])[CH:12]=2)[NH:7][CH:6]=1.O.[OH-].[Li+]>CO>[CH3:20][N:2]([CH3:1])[CH2:3][CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([CH2:14][CH2:15][C:16]([OH:18])=[O:17])[CH:12]=2)[NH:7][CH:6]=1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 19848998Methyl 3-{3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}propanoate

Product 1

HCID 19849007HCID 19849007, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of Methyl 3-[2-(Dimethylamino)ethyl]-1H-indole-5-propanoate (4.6 g) and lithium hydroxide hydrate (0.7 g) in aqueous methanol (1:1) (80 ml) was stirred under reflux for 4.5 h. The solvent was removed by evaporation to leave a foam which was purified by flash chromatography (E). Evaporation of the appropriate fractions gave a solid which was triturated with ether to present the title compound as a powder (2.92 g) m.p. 195°-200°.

Workup

  1. temperatureunder reflux for 4.5 h
  2. customThe solvent was removed by evaporation
  3. customto leave a foam which
  4. customwas purified by flash chromatography (E)
  5. customEvaporation of the appropriate fractions
  6. customgave a solid which
  7. customwas triturated with ether

Sources & evidence

ORD record
ord-cf443b7003ae42c8b12b36a28dc37dd5
Source dataset
uspto-grants-1989_09
Patent number
US04870096

Reaction notes

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