Htris → 2-(2-Isopropyl-5-indanyl)propionic acid

HRID 261525Notes

Reaction equation

HRID 261525 reaction equation
[CH:1]([CH:4]1[CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:13](=[CH2:17])[C:14]([OH:16])=[O:15])[CH:10]=2)[CH2:5]1)([CH3:3])[CH3:2].OCC([NH3+])(CO)CO>C(O)C.[Pt](=O)=O>[CH:1]([CH:4]1[CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH:13]([CH3:17])[C:14]([OH:16])=[O:15])[CH:10]=2)[CH2:5]1)([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 3777159HtrisHCID 542342992-Isopropyl-alpha-methylene-5-indanacetic acid

Product 1

HCID 687692-(2-Isopropyl-5-indanyl)propionic acid

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

A solution of 1.7 g of 2-isopropyl-α-methylene-5-indanacetic acid in 300 cc of ethanol is hydrogenated at room temperature with the addition of 50 mg of platinum(IV) oxide. After filtering off the catalyst, removing the solvent by evaporation and chromatographing the resulting oil, 2-isopropyl-α-methyl-5-indanacetic acid, having a M.P. of 83°-86°, is obtained. The (1,3-dihydroxy-2-hydroxymethyl-2-propyl)ammonium salt of the title compound has a M.P. of 140°-141° (from methanol/ether).

Workup

  1. filtrationAfter filtering off the catalyst
  2. customremoving the solvent
  3. customby evaporation and chromatographing the resulting oil, 2-isopropyl-α-methyl-5-indanacetic acid
  4. customis obtained

Sources & evidence

ORD record
ord-df1cdc89f3144844b82437d920b8d357
Source dataset
uspto-grants-1979_08
Patent number
US04166131

Reaction notes

Loading…