Methyl p-toluenesulfonate → 3,3-Dimethyl-4-hydroxymethyl-2-phenylthiazolidinium p-toluenesulfonate

HRID 1088572Notes

Reaction equation

HRID 1088572 reaction equation
[OH:1][CH2:2][CH:3]1[CH2:7][S:6][CH:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:4]1[CH3:14].[C:15]1([CH3:26])[CH:20]=[CH:19][C:18]([S:21]([O:24]C)(=[O:23])=[O:22])=[CH:17][CH:16]=1>CC(C)=O>[C:15]1([CH3:26])[CH:16]=[CH:17][C:18]([S:21]([O-:24])(=[O:22])=[O:23])=[CH:19][CH:20]=1.[CH3:14][N+:4]1([CH3:15])[CH:3]([CH2:2][OH:1])[CH2:7][S:6][CH:5]1[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 6645Methyl p-toluenesulfonateHCID 150522584-Hydroxymethyl-3-methyl-2-phenylthiazolidine

Product 1

HCID 150522593,3-Dimethyl-4-hydroxymethyl-2-phenylthiazolidinium p-toluenesulfonateYield 184.1%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

In 10 ml of acetone, 1.00 g of 4-hydroxymethyl-3-methyl-2-phenylthiazolidine and 0.89 g of methyl p-toluenesulfonate were heated under reflux for 52 hours. The mixture was then placed under reduced pressure to distill off the solvent, and ether was added to the residue. Insolubles were washed with ether and dried under reduced pressure to give 1.74 g of the desired compound.

Workup

  1. temperatureunder reflux for 52 hours
  2. distillationto distill off the solvent, and ether
  3. additionwas added to the residue
  4. washInsolubles were washed with ether
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-26e4cfdd197d4842a3e71ceea22f0f11
Source dataset
uspto-grants-1990_10
Patent number
US04962096

Reaction notes

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