Acetone → N,N-Dimethyl-N-acryloyloxyethyl-N-(3-sulfopropyl)-ammonium Betaine

HRID 428347

Reaction equation

HRID 428347 reaction equation
[C:1]([O:5][CH2:6][CH2:7][N:8]([CH3:10])[CH3:9])(=[O:4])[CH:2]=[CH2:3].[CH2:11]1[S:15](=[O:17])(=[O:16])[O:14][CH2:13][CH2:12]1.C[C:19]([CH3:21])=[O:20]>>[CH3:9][N+:8]([CH3:10])([CH2:7][CH2:6][O:5][C:1](=[O:4])[CH:2]=[CH2:3])[CH2:13][CH2:12][CH2:11][S:15]([OH:14])(=[O:17])=[O:16].[CH3:7][N+:8]([CH2:21][C:19]([OH:14])=[O:20])([CH3:10])[CH3:9]

Participants

4

Conditions

Temperature
30 °C

Procedure

10 g of N,N-dimethylaminoethyl acrylate (CPS Chemical Company, Old Bridge, N.J.) is dissolved in approximately 150 mL of acetone in a 250 mL round bottom flask containing a magnetic stir bar. To this solution is added 8.35 g of propane sultone (Aldrich). The flask is equipped with a reflux condenser and heated at 30° C. with stirring overnight. In the morning, the resulting white solid is isolated by filtration, washed twice with diethyl ether, and dried under vacuum in a desiccator for 24 hours. A 13C NMR spectrum of the product is consistent with the structure of the sulfobetaine monomer.

Workup

  1. additioncontaining a magnetic stir bar
  2. customThe flask is equipped with a reflux condenser
  3. customIn the morning, the resulting white solid is isolated by filtration
  4. washwashed twice with diethyl ether
  5. customdried under vacuum in a desiccator for 24 hours

Sources & evidence

ORD record
ord-c30cfc2abe53408bbe8cdc9901c1fc7e
Source dataset
uspto-grants-2001_11
Patent number
US06313246B1

Linked notes

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