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

HRID 1435570Notes

Reaction equation

HRID 1435570 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. Yield 3.90 g

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-f2bbe64dadd943609200583aee5c67bc
Source dataset
uspto-grants-2009_11
Patent number
US07618964B2

Reaction notes

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