p-Toluenesulfonic acid → Cycloheptyl-3-mercaptopropionate
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]1Participants
4
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.