p-Toluenesulfonic acid → HCID 86740392, compound

HRID 465036Notes

Reaction equation

HRID 465036 reaction equation
[CH3:1][N:2]([CH2:4][CH2:5][O:6][C:7](=[O:11])[C:8]([CH3:10])=[CH2:9])[CH3:3].[C:12]1([CH3:22])[CH:17]=[CH:16][C:15]([S:18]([OH:21])(=[O:20])=[O:19])=[CH:14][CH:13]=1>CO>[C:12]1([CH3:22])[CH:13]=[CH:14][C:15]([S:18]([OH:21])(=[O:19])=[O:20])=[CH:16][CH:17]=1.[CH3:3][N:2]([CH2:4][CH2:5][O:6][C:7](=[O:11])[C:8]([CH3:10])=[CH2:9])[CH3:1]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 17869(Dimethylamino)ethyl methacrylate2×

Product 1

HCID 86740392HCID 86740392, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Into a flask equipped with a magnetic stirrer, thermometer, and addition funnel were placed 157.0 parts of dimethylaminoethylmethacrylate and 418.0 parts of methanol. The addition funnel was charged with 172.0 parts of anhydrous para-toluenesulfonic acid and 350.0 parts of methanol and this mixture was added to the initially charged ingredients over a period of fifteen minutes, maintaining the temperature below 40° C. The reaction mixture was maintained at ambient temperature for a thirty minute period and adjusted to pH 7.0 by the addition of 10.2 additional parts of dimethylaminoethylmethacrylate. The resultant product mixture was filtered to yield the dimethylaminoethylmethacrylate para-toluenesulfonate. The aforesaid latent acid catalyst had a solids content of 30 percent in methanol.

Workup

  1. customInto a flask equipped with a magnetic stirrer
  2. additionthermometer, and addition funnel
  3. additionthis mixture was added to the initially charged ingredients over a period of fifteen minutes
  4. temperaturemaintaining the temperature below 40° C
  5. filtrationThe resultant product mixture was filtered

Sources & evidence

ORD record
ord-44f4b1757b0a4be480c19f6c4d10268c
Source dataset
uspto-grants-1985_10
Patent number
US04550137

Reaction notes

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