Potassium Hydroxide → HCID 13097323, compound

HRID 2198573Notes

Reaction equation

HRID 2198573 reaction equation
C([O:3][C:4]([CH:6]1[C:8]2([C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([Cl:17])=[CH:9]2)[C:7]1([CH3:19])[CH3:18])=[O:5])C.[OH-].[K+]>C(O)C.O>[Cl:17][C:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8]2([C:7]([CH3:18])([CH3:19])[CH:6]2[C:4]([OH:5])=[O:3])[CH:9]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 13097322HCID 13097322, compound

Product 1

HCID 13097323HCID 13097323, compoundYield 86.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

A solution of 3'-chloro-3,3-dimethyl-spiro[cyclopropane-1,1'-indene]-2-carboxylic acid ethyl ester (2.0 g; 0.007 mole) in ethanol (10 ml) is added to a mixture of 50% aqueous potassium hydroxide (1.2 ml) and water (1.2 ml), and the mixture is heated at reflux for 11/2 hours, then cooled down, diluted with water and extracted with ether. The aqueous phase is then made acid with concentrated hydrochloric acid and extracted with ether. The ethereal extract is washed with water, saturated salt solution, dried over magnesium sulfate and is stripped to afford 1.5 g of title product, a red-brown semi-solid.

Workup

  1. temperaturethe mixture is heated
  2. temperatureat reflux for 11/2 hours
  3. temperaturecooled down
  4. extractionextracted with ether
  5. extractionextracted with ether
  6. extractionThe ethereal extract
  7. washis washed with water, saturated salt solution
  8. dry with materialdried over magnesium sulfate

Sources & evidence

ORD record
ord-25db3e0ac4b84c6db277a70409165472
Source dataset
uspto-grants-1982_11
Patent number
US04358607

Reaction notes

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