Potassium Carbonate → 2-[3-(2-Methoxy-phenyl)-1,2-dimethyl-1H-indole-5-yloxy]-2-methyl-propanic acid methylester

HRID 66891Notes

Reaction equation

HRID 66891 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([OH:18])[CH:16]=2)[N:11]([CH3:19])[C:10]=1[CH3:20].[CH3:21][O:22][C:23](=[O:28])[C:24](Br)([CH3:26])[CH3:25].C(=O)([O-])[O-].[K+].[K+]>CC(CC)=O>[CH3:21][O:22][C:23](=[O:28])[C:24]([O:18][C:15]1[CH:16]=[C:17]2[C:12](=[CH:13][CH:14]=1)[N:11]([CH3:19])[C:10]([CH3:20])=[C:9]2[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[O:2][CH3:1])([CH3:26])[CH3:25]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 90097Methyl 2-bromo-2-methylpropionateHCID 20529172HCID 20529172, compound

Product 1

HCID 538448702-[3-(2-Methoxy-phenyl)-1,2-dimethyl-1H-indole-5-yloxy]-2-methyl-propanic acid methylester

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 5.34 g (0.02 mole) of 3-(2-methoxy-phenyl)-1,2-dimethyl-1H-indole-5-ol, 5.4 g (0.03 mole) of 2-bromo-2-methyl-propanoic acid methylester, and 14 g (0.1 mole) of potassium carbonate was refluxed for 16 hours in 250 ml of methyl-ethylketone. The precipitate was filtered off, the filtrate was evaporated, and the residue obtained was chromatographed on silicagel (solvent: toluene/acetone (30:1)).

Workup

  1. filtrationThe precipitate was filtered off
  2. customthe filtrate was evaporated
  3. customthe residue obtained
  4. customwas chromatographed on silicagel (solvent: toluene/acetone (30:1))

Sources & evidence

ORD record
ord-83a8447f5952414c8ba7093c568d65f8
Source dataset
uspto-grants-1982_08
Patent number
US04343811

Reaction notes

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