p-Toluenesulfonic acid → HCID 22901784, compound

HRID 1489487Notes

Reaction equation

HRID 1489487 reaction equation
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7]([O-:10])(=[O:9])=[O:8])=[CH:3][CH:2]=1.C([O:16][C:17]1[CH:22]=[CH:21][C:20]([S+:23]([C:30]2[CH:35]=[CH:34][C:33]([O:36]C(C)(C)C)=[CH:32][CH:31]=2)[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[CH:19][CH:18]=1)(C)(C)C.C1(C)C=CC(S(O)(=O)=O)=CC=1>CO>[C:1]1([CH3:11])[CH:2]=[CH:3][C:4]([S:7]([O-:10])(=[O:8])=[O:9])=[CH:5][CH:6]=1.[OH:16][C:17]1[CH:22]=[CH:21][C:20]([S+:23]([C:30]2[CH:31]=[CH:32][C:33]([OH:36])=[CH:34][CH:35]=2)[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 21872619HCID 21872619, compound

Product 1

HCID 22901784HCID 22901784, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 5.8 g (0.01 mol) of bis(p-tert-butoxyphenyl)phenylsulfonium p-toluenesulfonate and 0.95 g (0.005 mol) of p-toluenesulfonic acid in 35 g of methanol was heated at 60° C. for 5 hours with stirring. The reaction mixture was evaporated in vacuo. The residual oil was washed two times with 200 g of diethyl ether. The amount of this crude product was 4.7 g (100% yield). Without further purification, the crude product was used in subsequent reaction.

Workup

  1. customThe reaction mixture was evaporated in vacuo
  2. washThe residual oil was washed two times with 200 g of diethyl ether
  3. customWithout further purification
  4. customthe crude product was used in subsequent reaction

Sources & evidence

ORD record
ord-ccc23d8ddaf544fe82b6bb6115f1ed56
Source dataset
uspto-grants-1997_10
Patent number
US05679496

Reaction notes

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