(Dimethylamino)ethyl methacrylate → 4-Benzoyl-N,N-dimethyl-N-(2-(2-methyl-1-oxo-2-propenyloxy)ethyl)benzenemethanaminium chloride

HRID 1709277

Reaction equation

HRID 1709277 reaction equation
[C:1]([O:6][CH2:7][CH2:8][N:9]([CH3:11])[CH3:10])(=[O:5])[C:2]([CH3:4])=[CH2:3].[Cl:12][CH2:13][C:14]1[CH:27]=[CH:26][C:17]([C:18]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:19])=[CH:16][CH:15]=1>CC(C)=O>[Cl-:12].[C:18]([C:17]1[CH:26]=[CH:27][C:14]([CH2:13][N+:9]([CH3:11])([CH3:10])[CH2:8][CH2:7][O:6][C:1](=[O:5])[C:2]([CH3:4])=[CH2:3])=[CH:15][CH:16]=1)(=[O:19])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 17869(Dimethylamino)ethyl methacrylateHCID 30163764-(Chloromethyl)benzophenone

Product 1

HCID 867441444-Benzoyl-N,N-dimethyl-N-(2-(2-methyl-1-oxo-2-propenyloxy)ethyl)benzenemethanaminium chloride

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Dimethylaminoethyl methacrylate (10.13 mls) was added to a stirred solution of 4-chloromethylbenzophenone (11.52g) in acetone (50 mls) at 48° C. and the mixture was stirred for fifteen hours at 48°±2° C. The stirred mixture was cooled in an ice bath for two hours prior to filtration, washing with acetone (X2) and drying under vacuo at room temperature. The crude title compound was obtained as a white crystalline solid (16.82g; m.p. 163°-166° C.) which was recrystallised from a mixture of acetone (30 mls) and isopropanol (30 mls).

Workup

  1. temperatureThe stirred mixture was cooled in an ice bath for two hours
  2. filtrationto filtration
  3. washwashing with acetone (X2)
  4. customdrying under vacuo at room temperature

Sources & evidence

ORD record
ord-a8edc93285a14aa18dd18de117b26d5b
Source dataset
uspto-grants-1990_08
Patent number
US04948819

Linked notes

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