Ethylene carbonate → HCID 43366487, compound

HRID 1770207Notes

Reaction equation

HRID 1770207 reaction equation
[CH2:1]([O:3][C:4]1[CH:11]=[CH:10][CH:9]=[C:6]([CH:7]=[O:8])[C:5]=1[OH:12])[CH3:2].C1(=O)O[CH2:16][CH2:15][O:14]1>[Br-].C([N+](CC)(CC)CC)C.C(OCC)(=O)C>[CH2:1]([O:3][C:4]1[C:5]([O:12][CH2:16][CH2:15][OH:14])=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH:7]=[O:8])[CH3:2]

Participants

5

Reactant 2

HCID 7303Ethylene carbonateHCID 68117O-Ethylvanillin

Product 1

HCID 43366487HCID 43366487, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 6285Tetraethylammonium BromideCatalystHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of 40 g of 3-ethoxysalicylaldehyde, 22 g of ethylene carbonate and 40 g of tetraethylammonium bromide was heated at 140° C. for 4 hours. After cooling to room temperature, ethyl acetate was added to the reaction mixture, the solid substance was filtered off, the filtrate was washed with water and the organic phase was dried over magnesium sulphate and evaporated. The residue was distilled under reduced pressure. Yield 70%. Boiling point 0.1 140°-145° C.

Workup

  1. temperatureAfter cooling to room temperature
  2. filtrationthe solid substance was filtered off
  3. washthe filtrate was washed with water
  4. dry with materialthe organic phase was dried over magnesium sulphate
  5. customevaporated
  6. distillationThe residue was distilled under reduced pressure
  7. customBoiling point 0.1 140°-145° C.

Sources & evidence

ORD record
ord-43f45d77fc5a457695d59545a1fbc767
Source dataset
uspto-grants-1995_01
Patent number
US05385922

Reaction notes

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