Ethyl Acetate → HCID 177558362, compound

HRID 1941347Notes

Reaction equation

HRID 1941347 reaction equation
[C:1]([O:6][CH2:7][CH2:8][N:9]([CH3:11])[CH3:10])(=[O:5])[C:2]([CH3:4])=[CH2:3].[Br:12][CH:13]([OH:15])C.[C:16](OCC)(=O)C>>[Br-:12].[C:1]([O:6][CH2:7][CH2:8][N+:9]([CH3:16])([CH3:11])[CH2:10][CH2:13][OH:15])(=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

4

Reactant 3

HCID 8857Ethyl AcetateHCID 17869(Dimethylamino)ethyl methacrylateHCID 14202443Ethanol, 1-bromo-

Product 1

HCID 177558362HCID 177558362, compoundYield 96%

Procedure

31.4 g (0.2 mole) of (dimethylamino)ethyl methacrylate was introduced into a 250 ml three-neck flask equipped with ice-bath, thermometer, refluxing condenser, dropping funnel and magnetic stirring bar. The compound was stirred and then the temperature was lowered to -10° C. 25 g (0.2 mole) of bromoethanol was added dropwise thereto over 30 minutes while maintaining the temperature of the contents at 0° C. or less. After completion of the addition, the reaction mixture was stirred for 24 hours at room temperature. 100 ml of ethyl acetate was added to the mixture and the whole was stirred, filtered and dried to obtain 54 g (Yield: 96%) of the title compound as a white powder.

Workup

  1. customequipped with ice-bath
  2. temperaturethermometer, refluxing condenser
  3. customwas lowered to -10° C
  4. temperatureover 30 minutes while maintaining the temperature of the contents at 0° C. or less
  5. additionAfter completion of the addition
  6. stirringthe reaction mixture was stirred for 24 hours at room temperature
  7. stirringthe whole was stirred
  8. filtrationfiltered
  9. customdried

Sources & evidence

ORD record
ord-a2efeb1b06b44002a19409f4c603ffe1
Source dataset
uspto-grants-1997_12
Patent number
US05703142

Reaction notes

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