HCID 54049369, compound → HCID 54522624, compound

HRID 261540Notes

Reaction equation

HRID 261540 reaction equation
[CH3:1][O:2][C:3](=[O:19])[C:4](O)([CH3:17])[C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[CH2:10][C:9]([CH2:15][CH3:16])([CH3:14])[CH2:8]2.[H][H]>CO.S(=O)(=O)(O)O.[Pt](=O)=O>[CH3:1][O:2][C:3](=[O:19])[CH:4]([CH3:17])[C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[CH2:10][C:9]([CH2:15][CH3:16])([CH3:14])[CH2:8]2

Participants

6

Reactant 2

HCID 54049369HCID 54049369, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 54522624HCID 54522624, compound

Reagents, catalysts & solvents 3

HCID 345198Adams' catalystCatalystHCID 887MethanolSolventHCID 1118Sulfuric AcidSolvent

Procedure

A solution of 8 g of 2-ethyl-α-hydroxy-2,α-dimethyl-5-indanacetic acid methyl ester in 100 cc of methanol and 8 cc of concentrated sulphuric acid is hydrogenated at 40° to 45° and a hydrogen pressure of 4 atmospheres with the addition of 0.8 g of platinum(IV) oxide. After the take up of the theoretic amount of hydrogen, the solution is filtered, diluted with a 5% sodium bicarbonate solution and extracted with ether. The extract is washed with water, dried over sodium sulphate and concentrated by evaporation. The resulting oily title compound is purified by distillation. B.P. 138°-140° at 0.3 mm of Hg.

Workup

  1. customis hydrogenated at 40° to 45°
  2. filtrationAfter the take up of the theoretic amount of hydrogen, the solution is filtered
  3. additiondiluted with a 5% sodium bicarbonate solution
  4. extractionextracted with ether
  5. washThe extract is washed with water
  6. dry with materialdried over sodium sulphate
  7. concentrationconcentrated by evaporation
  8. distillationThe resulting oily title compound is purified by distillation

Sources & evidence

ORD record
ord-b2eb5a1e70224c48ad91c76c8e64e722
Source dataset
uspto-grants-1979_08
Patent number
US04166131

Reaction notes

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