Salicylaldehyde → HCID 20095524, compound

HRID 1768615Notes

Reaction equation

HRID 1768615 reaction equation
[CH:1](=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].Br[CH2:11][C:12]([CH3:16])([CH3:15])[CH2:13][OH:14].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:11][C:12]([CH3:16])([CH2:13][OH:14])[CH2:15][O:4][C:3]1[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=1[CH:1]=[O:9]

Participants

5

Reactant 3

HCID 6998SalicylaldehydeHCID 11430Potassium CarbonateHCID 1425013-Bromo-2,2-dimethyl-1-propanol

Product 1

HCID 20095524HCID 20095524, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 20 g of salicylaldehyde, 30 g of 3-bromo-2,2-dimethylpropanol and 22 g of potassium carbonate in DMF was refluxed for 24 hours. After evaporation, the residue was dissolved in ethyl acetate and the solution was washed with water. The organic phase was dried over magnesium sulfate and evaporated. The residue was purified by chromatography (silica; dichloromethane).

Workup

  1. customAfter evaporation
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washthe solution was washed with water
  4. dry with materialThe organic phase was dried over magnesium sulfate
  5. customevaporated
  6. customThe residue was purified by chromatography (silica; dichloromethane)

Sources & evidence

ORD record
ord-55d88e117d97414596a7f0a1bd1d02b9
Source dataset
uspto-grants-1995_01
Patent number
US05378718

Reaction notes

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