p-Toluenesulfonic acid → HCID 10797842, compound

HRID 2417338Notes

Reaction equation

HRID 2417338 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([S:8][CH2:9][CH:10]=[C:11]([CH3:13])[CH3:12])[CH:3]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH3:12][C:11]1([CH3:13])[C:5]2[C:4](=[CH:3][C:2]([CH3:1])=[CH:7][CH:6]=2)[S:8][CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 15661106HCID 15661106, compound

Product 1

HCID 10797842HCID 10797842, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

7 g (36.4 mmol) of 1-methyl-3-(3-methylbut-2-enyl)sulphanylbenzene and 50 ml of toluene are introduced into a round-bottomed flask and 10.4 g (54.6 mmol) of para-toluenesulphonic acid are added. The mixture in refluxed for four hours. The reaction medium is evaporated to dryness, the residue is taken up in water and ethyl ether and the organic phase is separated out after settling has taken place, dried over magnesium sulphate and evaporated. 6.8 g (97%) of the thiochroman are collected in the form of a brown oil.

Workup

  1. temperatureThe mixture in refluxed for four hours
  2. customThe reaction medium is evaporated to dryness
  3. customethyl ether and the organic phase is separated out after settling
  4. dry with materialdried over magnesium sulphate
  5. customevaporated
  6. custom6.8 g (97%) of the thiochroman are collected in the form of a brown oil

Sources & evidence

ORD record
ord-b447066060884436a69cf1395cff47a2
Source dataset
uspto-grants-2004_11
Patent number
US06825360B1

Reaction notes

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