2-Bromo-2-methylpropanoic acid → Propanoic acid, 2-((3-(4-chlorophenyl)-1,2-dimethyl-1H-indol-5-yl)oxy)-2-methyl-

HRID 66890

Reaction equation

HRID 66890 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([OH:17])[CH:15]=3)[N:10]([CH3:18])[C:9]=2[CH3:19])=[CH:4][CH:3]=1.Br[C:21]([CH3:26])([CH3:25])[C:22]([OH:24])=[O:23]>C(Cl)(Cl)Cl.CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([O:17][C:21]([CH3:26])([CH3:25])[C:22]([OH:24])=[O:23])[CH:15]=3)[N:10]([CH3:18])[C:9]=2[CH3:19])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 749242-Bromo-2-methylpropanoic acidHCID 205291643-(4-chlorophenyl)-1,2-dimethyl-1H-indole-5-ol

Product 1

HCID 3059432Propanoic acid, 2-((3-(4-chlorophenyl)-1,2-dimethyl-1H-indol-5-yl)oxy)-2-methyl-

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

A mixture of 5.4 g (0.02 mole) of 3-(4-chlorophenyl)-1,2-dimethyl-1H-indole-5-ol, and 5.1 g (0.03 mole) of 2-bromo-2-methyl-propanoic acid was heated for two hours to 90°-130° C. Subsequently the mixture was taken up in chloroform/methanol (8:2) and chromatographed on silicagel. The evaporation residue of the eluate was stirred with cyclohexane and suction filtered.

Workup

  1. temperaturewas heated for two hours to 90°-130° C
  2. customchromatographed on silicagel
  3. filtrationfiltered

Sources & evidence

ORD record
ord-ada52e101a4645c99cec87490df7da89
Source dataset
uspto-grants-1982_08
Patent number
US04343811

Linked notes

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