Hydrochloric Acid → 2-(4-oxocyclohexyl)acetic Acid

HRID 704588Notes

Reaction equation

HRID 704588 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([CH2:11][C:12]([OH:14])=[O:13])[CH2:7][CH2:6]2)OCC1.Cl>CC(C)=O>[O:1]=[C:5]1[CH2:10][CH2:9][CH:8]([CH2:11][C:12]([OH:14])=[O:13])[CH2:7][CH2:6]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 151011212-(1,4-Dioxaspiro(4.5)decan-8-yl)acetic acid

Product 1

HCID 99204382-(4-oxocyclohexyl)acetic Acid

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 1,4-dioxaspiro[4,5]decane-8-acetic acid (36.54 g) (Example G) in 750 ml of a 1:1 mixture of a 10% solution of hydrochloric acid:acetone is refluxed under nitrogen for four hours. The mixture is concentrated in vacuo and the residue extracted with chloroform. The organic extract is dried (magnesium sulfate) and evaporated to leave the title compound as a yellow oil which can be used without further purification.

Workup

  1. concentrationThe mixture is concentrated in vacuo
  2. extractionthe residue extracted with chloroform
  3. extractionThe organic extract
  4. dry with materialis dried (magnesium sulfate)
  5. customevaporated

Sources & evidence

ORD record
ord-ee6cd84aa36142e98143e38c2c9b7f5f
Source dataset
uspto-grants-1991_01
Patent number
US04988699

Reaction notes

Loading…