Ethylene Glycol → HCID 10560027, compound

HRID 2037490Notes

Reaction equation

HRID 2037490 reaction equation
[CH2:1]([O:3][C:4](=[O:11])[CH2:5][C:6](=[O:10])[CH:7]([CH3:9])[CH3:8])[CH3:2].[CH2:12](O)[CH2:13][OH:14].CC1C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH2:1]([O:3][C:4](=[O:11])[CH2:5][C:6]1([CH:7]([CH3:8])[CH3:9])[O:14][CH2:13][CH2:12][O:10]1)[CH3:2]

Participants

5

Reactant 3

HCID 174Ethylene GlycolHCID 6101p-Toluenesulfonic acidHCID 81583Ethyl isobutyrylacetate

Product 1

HCID 10560027HCID 10560027, compoundYield 82.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 4-methyl-3-oxo-pentanoic acid ethyl ester (79 g, 0.5 mol) and ethane-1,2-diol (62 g, 1 mol) in toluene (1600 mL) was added TsOH (1.9 g, 0.1 mol). The mixture was refluxed till the reaction was over. The mixture was concentrated in vacuum to give the crude (2-isopropyl-[1,3]dioxolan-2-yl)-acetic acid ethyl ester (83 g, crude), which was used for the next step without further purification.

Workup

  1. temperatureThe mixture was refluxed till the reaction
  2. concentrationThe mixture was concentrated in vacuum

Sources & evidence

ORD record
ord-dafcd793354946f584c0bc7d94bc71b6
Source dataset
uspto-grants-2013_11
Patent number
US08575156B2

Reaction notes

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