Ethylene carbonate → HCID 43366487, compound

HRID 1768613Notes

Reaction equation

HRID 1768613 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, compound

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 material was filtered off, the filtrate was washed with water and the organic phase was dried over magnesium sulfate and evaporated. The residue was distilled under reduced pressure.

Workup

  1. additionwas added to the reaction mixture
  2. filtrationthe solid material was filtered off
  3. washthe filtrate was washed with water
  4. dry with materialthe organic phase was dried over magnesium sulfate
  5. customevaporated
  6. distillationThe residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-894b54ce6884486ca725d5b2d7fa7f15
Source dataset
uspto-grants-1995_01
Patent number
US05378718

Reaction notes

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