Chloroacetic Acid → HCID 19873364, compound

HRID 466307Notes

Reaction equation

HRID 466307 reaction equation
[Cl:1][CH2:2][C:3]([OH:5])=[O:4].[CH2:6]([N:8]([CH2:11][CH3:12])[CH2:9][CH3:10])[CH3:7]>C1(C)C=CC=CC=1>[Cl-:1].[C:3]([CH2:2][N+:8]([CH2:11][CH3:12])([CH2:9][CH3:10])[CH2:6][CH3:7])([OH:5])=[O:4]

Participants

4

Conditions

Temperature
100 °C

Procedure

In 200 cc of toluene was dissolved 47.25 g (0.5 mole) of monochloroacetic acid and 50.5 g (0.5 mole) of triethylamine was added to the solution. When the mixture was heated at about 100° C., a white precipitate was immediately formed. The precipitate was recovered by filtration and washed with ethanol. Carboxymethyl triethylammonium chloride was obtained substantially in the theoretical amount. The obtained chloride was dissolved in 150 cc of ethanol and the solution was maintained at 60° C., and when the above-mentioned ethanol solution of the aminomethanol derivative was added to the solution and the mixture was stirred, a turbid slurry was immediately formed. The reaction was completed within about 2 hours, and the reaction mixture was filtered and the recovered precipitate was rinsed two times with 20 cc of warm methanol and was washed and dried.

Workup

  1. additionwas added to the solution
  2. customa white precipitate was immediately formed
  3. filtrationThe precipitate was recovered by filtration
  4. washwashed with ethanol

Sources & evidence

ORD record
ord-0fd788cc7f1e4db99057340fb1c8c382
Source dataset
uspto-grants-1992_10
Patent number
US05155264

Reaction notes

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