Hydrochloric Acid → HCID 12627897, compound

HRID 435974Notes

Reaction equation

HRID 435974 reaction equation
[CH2:1]([CH:3]1[CH2:11][C:10]2[C:5](=[CH:6][C:7]([CH:12]([CH3:16])[C:13]([OH:15])=[O:14])=[CH:8][CH:9]=2)[C:4]1=O)[CH3:2].Cl.O1CCOCC1>O>[CH2:1]([CH:3]1[CH2:4][C:5]2[C:10](=[CH:9][CH:8]=[C:7]([CH:12]([CH3:16])[C:13]([OH:15])=[O:14])[CH:6]=2)[CH2:11]1)[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 12627891HCID 12627891, compound

Product 1

HCID 12627897HCID 12627897, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 10.5g. of 2-(2ethyl-1-oxoindan-6-yl)propionic acid, 20g. of zinc amalgam, 30 ml. of conc. hydrochloric acid, 150 ml. of dioxane and 20 ml. of water was heated under reflux for 15 hours. After completion of the reaction, the reaction mixture was extracted with ether and the ether extract was washed with water and dried over anhydrous sodium sulfate. The solvent was distilled off from the extract and the residue was subjected to vacuum distillation to give 8.2g. of the desired product as a colorless oily substance of b.p. 165° - 166° C./1.5 mmHg.

Workup

  1. additionA mixture of 10.5g
  2. temperatureunder reflux for 15 hours
  3. customAfter completion of the reaction
  4. extractionthe reaction mixture was extracted with ether
  5. extractionthe ether extract
  6. washwas washed with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationThe solvent was distilled off from the
  9. extractionextract
  10. distillationthe residue was subjected to vacuum distillation
  11. customto give 8.2g

Sources & evidence

ORD record
ord-eace918c31934dfdb22ec27a88307147
Source dataset
uspto-grants-1977_02
Patent number
US04007179

Reaction notes

Loading…