Benzaldehyde → 4-(2-(Diethylamino)-Ethoxy)-Benzaldehyde

HRID 506578Notes

Reaction equation

HRID 506578 reaction equation
[OH-:1].[K+].Cl.Cl[CH2:5][CH2:6][N:7]([CH2:10][CH3:11])[CH2:8][CH3:9].[CH:12](=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(O)C.O>[CH2:8]([N:7]([CH2:10][CH3:11])[CH2:6][CH2:5][O:1][C:16]1[CH:17]=[CH:18][C:13]([CH:12]=[O:19])=[CH:14][CH:15]=1)[CH3:9]

Participants

6

Reactant 3

HCID 240BenzaldehydeHCID 133631-Chloro-2-(diethylamine)ethane hydrochlorideHCID 14797Potassium Hydroxide

Product 1

HCID 4116744-(2-(Diethylamino)-Ethoxy)-Benzaldehyde

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

4.82 g potassium hydroxide were dissolved in 70 ml ethanol and treated with 8.46 g (2-Chloro-ethyl)-diethyl-amine hydrochloride. The mixture was stirred until everything was dissolved, then 5.0 g benzaldehyde were added and refluxed for 16 hrs. The mixture was diluted with water and extracted with ethyl acetate, and the organic phases washed several times with caustic soda. After drying and evaporation of the solvent the crude product was used without further purification.

Workup

  1. dissolutionwas dissolved
  2. temperaturerefluxed for 16 hrs
  3. extractionextracted with ethyl acetate
  4. washthe organic phases washed several times with caustic soda
  5. customAfter drying
  6. customevaporation of the solvent the crude product
  7. customwas used without further purification

Sources & evidence

ORD record
ord-ccd87d0fe8414c9aaec4f9b0b134d9ca
Source dataset
uspto-grants-2010_08
Patent number
US07786113B2

Reaction notes

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