Potassium Hydroxide → HCID 12878606, compound

HRID 1855830Notes

Reaction equation

HRID 1855830 reaction equation
[CH3:1][N:2]([CH3:15])[CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=1[CH:9]=O.Cl.[NH2:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20].[OH-].[K+]>C(O)C>[CH3:1][N:2]([CH3:15])[CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=1[CH:9]=[N:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20]

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 2723640Glycine ethyl ester, hydrochlorideHCID 29959682-[3-(Dimethylamino)propoxy]benzaldehyde

Product 1

HCID 12878606HCID 12878606, compoundYield 98.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred solution of 15 g of 2-(3-dimethylaminopropoxy)benzaldehyde and 10.2 g of glycine, ethyl ester, hydrochloride in 300 ml of ethanol is treated with 4.8 g of 85% potassium hydroxide and stirring continued for 3 hours at room temperature. Potassium chloride is filtered off, washed with ethanol, and the solvent is removed on a rotary evaporator (water bath temperature, 30°-35° C.). The residue is dissolved in ether, filtered, and the evaporation repeated to give 20.9 g of an oil. The material is stored in the cold.

Workup

  1. filtrationPotassium chloride is filtered off
  2. washwashed with ethanol
  3. customthe solvent is removed on a rotary evaporator (water bath temperature, 30°-35° C.)
  4. dissolutionThe residue is dissolved in ether
  5. filtrationfiltered
  6. customthe evaporation

Sources & evidence

ORD record
ord-6ec662a917014b408bc04ba6cd171ea2
Source dataset
uspto-grants-1980_08
Patent number
US04216335

Reaction notes

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