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

HRID 1855950Notes

Reaction equation

HRID 1855950 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-phenoxybenzyl 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-609db78ab8d241ce8b49aba049ae0309
Source dataset
uspto-grants-1980_08
Patent number
US04217302

Reaction notes

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