p-Toluenesulfonic acid → Cycloheptyl-3-mercaptopropionate

HRID 280504Notes

Reaction equation

HRID 280504 reaction equation
[CH:1]1([OH:8])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[SH:9][CH2:10][CH2:11][C:12](O)=[O:13].C1(C)C=CC(S(O)(=O)=O)=CC=1>>[CH:1]1([O:8][C:12](=[O:13])[CH2:11][CH2:10][SH:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 65143-Mercaptopropionic AcidHCID 10399Cycloheptanol

Product 1

HCID 20212361Cycloheptyl-3-mercaptopropionate

Procedure

Into a 100 ml reaction flask equipped with stirrer, thermometer, reflux condenser and hot plate are placed 45.6 grams of cycloheptanol; 16 grams of 3-mercaptopropionic acid and 0.5 grams of paratoluene sulfonic acid. The reaction mass is heated to reflux and refluxed for a period of 12 hours. At the end of the 12 hour period, the reaction mass is cooled and distilled on a micro distillation apparatus yielding the compound having the structure: ##STR147## as confirmed by GLC, IR, NMR and mass spectral analyses.

Workup

  1. customInto a 100 ml reaction flask
  2. customequipped with stirrer
  3. temperaturethermometer, reflux condenser
  4. temperatureThe reaction mass is heated
  5. temperatureto reflux
  6. temperaturerefluxed for a period of 12 hours
  7. temperatureAt the end of the 12 hour period, the reaction mass is cooled
  8. distillationdistilled on a micro distillation apparatus
  9. customyielding the compound

Sources & evidence

ORD record
ord-1f34cd5d5d93478ca1a86e0c13895dfc
Source dataset
uspto-grants-1986_05
Patent number
US04590082

Reaction notes

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