Ethylvanillin → HCID 4307353, compound

HRID 1856918Notes

Reaction equation

HRID 1856918 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:5]2[C:6](=[O:9])[CH2:7][O:8][C:4]=2[CH:3]=1.[CH2:12]([O:14][C:15]1[CH:16]=[C:17]([CH:20]=[CH:21][C:22]=1[OH:23])[CH:18]=O)[CH3:13]>CO>[CH2:12]([O:14][C:15]1[CH:16]=[C:17]([CH:18]=[C:7]2[C:6](=[O:9])[C:5]3[CH:10]=[CH:11][C:2]([OH:1])=[CH:3][C:4]=3[O:8]2)[CH:20]=[CH:21][C:22]=1[OH:23])[CH3:13]

Participants

4

Reactant 2

HCID 8467EthylvanillinHCID 2357176-Hydroxy-3-coumaranone

Product 1

HCID 4307353HCID 4307353, compoundYield 59.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

After 6-hydroxy-2H-benzofuran-3-one 1 g and 3-ethoxy-4-hydroxybenzaldehyde 1.22 g were dissolved in methanol 75 ml, concentrated -hydrochloric acid 50 ml was added, and the mixture was refluxed for 1.5 hours. The solution was cooled to room temperature, and precipitated crystals were filtered and dried over phosphorous pentoxide at a temperature of 60° C. for four hours under reduced pressure to obtain the desired compound 1.19 g.

Workup

  1. concentrationconcentrated -hydrochloric acid 50 ml
  2. additionwas added
  3. temperaturethe mixture was refluxed for 1.5 hours
  4. customprecipitated crystals
  5. filtrationwere filtered
  6. dry with materialdried over phosphorous pentoxide at a temperature of 60° C. for four hours under reduced pressure

Sources & evidence

ORD record
ord-9fbcaca13d0542c1b18a62f804418cc5
Source dataset
uspto-grants-2000_11
Patent number
US06143779

Reaction notes

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