Ethylene Glycol → HCID 53972066, compound

HRID 659309Notes

Reaction equation

HRID 659309 reaction equation
[CH2:1]([OH:4])[CH2:2][OH:3].[C:5]1([CH3:15])[CH:10]=[CH:9]C(S(O)(=O)=O)=C[CH:6]=1.C([O:23][CH2:24][CH3:25])(OCC)OCC.[CH:26]1[CH:31]=CC=C[CH:27]=1>>[O:3]1[CH:31]=[CH:26][CH:27]=[C:2]1[C:1]1([CH2:9][CH2:10][CH:5]([CH3:6])[CH3:15])[O:23][CH2:24][CH2:25][O:4]1

Participants

5

Reactant 4

HCID 174Ethylene GlycolHCID 241BenzeneHCID 6101p-Toluenesulfonic acidHCID 31214Ethyl orthoformate

Product 1

HCID 53972066HCID 53972066, compound

Procedure

A solution of 2-[(4-methyl-1-oxo)pentyl]furan (1 mmole) in benzene was treated with ethylene glycol (2.1 mmole) and p-toluenesulfonic acid (0.05 mmole) at reflux for 60 h while removing water via a Dean-Stark trap. Triethyl orthoformate (0.6 mmole) was added and resulting mixture was heated at reflux for an additional hour. Extraction and evaporation gave 2-(2-furanyl)-2-[(3-methyl)butyl]-1,3-dioxolane as an orange liquid.

Workup

  1. temperatureat reflux for 60 h
  2. customwhile removing water via a Dean-Stark trap
  3. customresulting mixture
  4. temperaturewas heated
  5. temperatureat reflux for an additional hour
  6. extractionExtraction and evaporation

Sources & evidence

ORD record
ord-7f2dfc72df6f4254a5877a95a9d58c1e
Source dataset
uspto-grants-2011_12
Patent number
US08080536B2

Reaction notes

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