1-Bromohexadecane → HCID 21924282, compound

HRID 1354513Notes

Reaction equation

HRID 1354513 reaction equation
[CH3:1][C:2]([C:4]([O:6][CH2:7][CH2:8][N:9](C)[CH3:10])=[O:5])=[CH2:3].[Br:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]>CC(C)=O>[Br-:12].[CH2:7]([O:6][C:4](=[O:5])[C:2]([CH3:3])=[CH2:1])[CH3:8].[CH3:8][NH+:9]([CH3:10])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]

Participants

4

Reactant 2

HCID 82131-BromohexadecaneHCID 17869(Dimethylamino)ethyl methacrylate

Product 1

HCID 21924282HCID 21924282, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
35 °C

Procedure

A 500-ml round-bottom flask was charged with 42.2 parts of DMAEMA, 154.7 parts of acetone, 93.2 parts of 1-bromohexadecane (Sigma-Aldrich), and 0.34 parts of BHT. The mixture was stirred for 16 hours at 35° C. and then allowed to cool to room temperature. The resulting white solid precipitate was isolated by filtration, washed with cold ethyl acetate, and dried under vacuum at 40° C. An NMR analysis of the solid product revealed the structure to be pure dimethylhexadecylammoniumethyl methacrylate bromide.

Workup

  1. temperatureto cool to room temperature
  2. customThe resulting white solid precipitate was isolated by filtration
  3. washwashed with cold ethyl acetate
  4. customdried under vacuum at 40° C

Sources & evidence

ORD record
ord-5e51beccfff0473cb54f7277c7f8befc
Source dataset
uspto-grants-2007_05
Patent number
US07223826B2

Reaction notes

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