p-Toluenesulfonic acid → TsOH MTBD

HRID 83825

Reaction equation

HRID 83825 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:6][CH:7]=1.[CH3:12][N:13]1[C:18]2=[N:19][CH2:20][CH2:21][CH2:22][N:17]2[CH2:16][CH2:15][CH2:14]1>CCOCC>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH3:12][N:13]1[C:18]2=[N:19][CH2:20][CH2:21][CH2:22][N:17]2[CH2:16][CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 1235837-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene

Product 1

HCID 131730804TsOH MTBD

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A flame dried flask was charged with TsOH (0.28 g, 1.63 mmol), ether (20 mL) and a stirbar under dry nitrogen atmosphere. To the stirred solution, MTBD (0.25 g, 1.63 mmol) was added. Instantly, a white precipitate formed and stirring was continued for 1 hour. The precipitate, 0.47 g (88%) of white salt, was then washed with excess ether and isolated by decantation. The salt was then dried under high vacuum.

Workup

  1. customA flame dried flask
  2. customInstantly, a white precipitate formed
  3. washThe precipitate, 0.47 g (88%) of white salt, was then washed with excess ether
  4. customisolated by decantation
  5. customThe salt was then dried under high vacuum

Sources & evidence

ORD record
ord-b982c81191094d489f1a2e8405915fd2
Source dataset
uspto-grants-2014_09
Patent number
US08846851B2

Linked notes

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