Hydrochloric Acid → 2-(2-Indenyl)-3-methylbutanoic acid

HRID 1449228Notes

Reaction equation

HRID 1449228 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[CH:10]([CH:28]([CH3:30])[CH3:29])[C:11]([O:13]CC1C=CC=C(OC2C=CC=CC=2)C=1)=[O:12].[OH-].[K+].C(O)C.Cl>O>[CH2:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:1]=[C:2]1[CH:10]([CH:28]([CH3:30])[CH3:29])[C:11]([OH:13])=[O:12]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 13146349m-Phenoxylbenzyl 2-(2-indenyl)-3-methylbutanoate

Product 1

HCID 233470912-(2-Indenyl)-3-methylbutanoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of m-phenoxylbenzyl 2-(2-indenyl)-3-methylbutanoate (8 mmol), potassium hydroxide (24 mmol), ethanol (25 ml) and water (4 ml) is heated to reflux for about 3 hours. After cooling, the reaction is acidified with dilute hydrochloric acid. The mixture is extracted with ether, and the ether phase is washed to neutrality with saturated NaCl solution. Removal of solvent by evaporation yields 2-(2-indenyl)-3-methylbutanoic acid.

Workup

  1. temperatureis heated
  2. temperatureto reflux for about 3 hours
  3. temperatureAfter cooling
  4. extractionThe mixture is extracted with ether
  5. washthe ether phase is washed to neutrality with saturated NaCl solution
  6. customRemoval of solvent
  7. customby evaporation

Sources & evidence

ORD record
ord-45b060fe13b245248a2d3e41a7f388b2
Source dataset
uspto-grants-1980_02
Patent number
US04189598

Reaction notes

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