o-Vanillin → HCID 18351607, compound

HRID 430760Notes

Reaction equation

HRID 430760 reaction equation
[O:1]=[CH:2][C:3]1[CH:11]=[CH:10][CH:9]=[C:6]([O:7][CH3:8])[C:4]=1[OH:5].C(=O)([O-])[O-].[K+].[K+].Br[CH:19]([CH3:25])[C:20]([O:22][CH2:23][CH3:24])=[O:21]>CN(C=O)C>[CH:2]([C:3]1[CH:11]=[CH:10][CH:9]=[C:6]([O:7][CH3:8])[C:4]=1[O:5][CH:19]([CH3:25])[C:20]([O:22][CH2:23][CH3:24])=[O:21])=[O:1]

Participants

5

Reactant 3

HCID 8991o-VanillinHCID 11430Potassium CarbonateHCID 79040Ethyl 2-bromopropionate

Product 1

HCID 18351607HCID 18351607, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

o-vanillin (24.20 g) was dissolved in DMF (300 ml) and potassium carbonate (15.4 g) and ethyl 2-bromopropionate (24.8 ml) were added to the solution, followed by stirring the solution at room temperature for 19.5 hours. The reaction solution was filtered and the filtrate was concentrated. The obtained residue was distilled to obtain the desired compound (36.98 g, yield: 93%).

Workup

  1. filtrationThe reaction solution was filtered
  2. concentrationthe filtrate was concentrated
  3. distillationThe obtained residue was distilled

Sources & evidence

ORD record
ord-7a41856c74df448bb77398f2fb6cabff
Source dataset
uspto-grants-2001_11
Patent number
US06323235B1

Reaction notes

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