Sulfuric Acid → 2-(2-Isopropyl-1-oxoindan-6-yl)propionic acid

HRID 435971Notes

Reaction equation

HRID 435971 reaction equation
S(=O)(=O)(O)O.[C:6]([CH:9]([CH:22]([CH3:24])[CH3:23])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([CH:17]([CH3:21])[C:18]([OH:20])=[O:19])=[CH:13][CH:12]=1)([OH:8])=O>>[CH:22]([CH:9]1[CH2:10][C:11]2[C:16](=[CH:15][C:14]([CH:17]([CH3:21])[C:18]([OH:20])=[O:19])=[CH:13][CH:12]=2)[C:6]1=[O:8])([CH3:24])[CH3:23]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 214548962-[4-(2-Carboxy-3-methylbutyl)phenyl]propionic acid

Product 1

HCID 126278922-(2-Isopropyl-1-oxoindan-6-yl)propionic acid

Procedure

To 120 ml. of conc. sulfuric acid was added 26g. of 2-[4-(2-carboxy-3-methylbutyl)phenyl]propionic acid and the mixture was heated at 100° C. for 3 hours. The mixture was poured into ice-water and extracted with ether. The extract was washed with water, dried over anhydrous sodium sulfate and evaporated to dryness. The residue was subjected to vacuum distillation to give 15.7g. of the desired product boiling at 184° C./0.002 mmHg. as a colorless oil.

Workup

  1. extractionextracted with ether
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated to dryness
  5. distillationThe residue was subjected to vacuum distillation
  6. customto give 15.7g

Sources & evidence

ORD record
ord-b3b28c2dab0d43f080711e5eaf2f5b5f
Source dataset
uspto-grants-1977_02
Patent number
US04007179

Reaction notes

Loading…