O-Ethylvanillin → HCID 13048625, compound

HRID 364010Notes

Reaction equation

HRID 364010 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)=[O:4].[CH2:12]([O:14][C:15]1[CH:22]=[CH:21][CH:20]=[C:17]([CH:18]=O)[C:16]=1[OH:23])[CH3:13]>C(O)C.O.[Na]>[CH2:12]([O:14][C:15]1[C:16]2[O:23][C:2]([C:3]([C:5]3[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=3)=[O:4])=[CH:18][C:17]=2[CH:20]=[CH:21][CH:22]=1)[CH3:13]

Participants

5

Reactant 2

HCID 68117O-EthylvanillinHCID 68303p-Chlorophenacyl bromide

Product 1

HCID 13048625HCID 13048625, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 71353970Sodium monohydrateSolvent

Procedure

23.3 g of ω-bromo-p-chloroacetophenone are added to 17 g of 3-ethoxysalicylaldehyde in 800 ml of ethanol and 4 g of sodium hydrate. After heating the mixture for one hour under reflux, it is allowed to cool, the product which separates is filtered off, and is crystallised from ethanol: M.P. 108°-110° C.

Workup

  1. temperatureAfter heating the mixture for one hour
  2. temperatureunder reflux
  3. temperatureto cool
  4. filtrationthe product which separates is filtered off
  5. customis crystallised from ethanol

Sources & evidence

ORD record
ord-58b658c47b094952b9eb58bee971acf8
Source dataset
uspto-grants-1986_08
Patent number
US04604392

Reaction notes

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