p-Toluenesulfonic acid → HCID 13651837, compound

HRID 280497Notes

Reaction equation

HRID 280497 reaction equation
[CH:1]1([OH:6])[CH2:5][CH2:4][CH2:3][CH2:2]1.[SH:7][CH2:8][CH2:9][C:10](O)=[O:11].C1(C)C=CC(S(O)(=O)=O)=CC=1>>[CH:1]1([O:6][C:10](=[O:11])[CH2:9][CH2:8][SH:7])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 65143-Mercaptopropionic AcidHCID 7298Cyclopentanol

Product 1

HCID 13651837HCID 13651837, compound

Procedure

Into a 1 liter reaction flask equipped with heating mantle, stirrer, thermometer and reflux condenser are placed 172 grams of cyclopentanol; 265 grams of 3-mercaptopropionic acid and 0.5 grams of paratoluene sulfonic acid. The reaction mass is heated to reflux and reflux is continued for a period of 8 hours. At the end of the 8 hour period, the reaction mass is fractionally distilled on a 2" splash column yielding the following fractions:

Workup

  1. customInto a 1 liter reaction flask
  2. customequipped
  3. temperaturewith heating mantle, stirrer, thermometer
  4. temperaturereflux condenser
  5. temperatureThe reaction mass is heated
  6. temperatureto reflux
  7. temperaturereflux
  8. distillationAt the end of the 8 hour period, the reaction mass is fractionally distilled on a 2" splash column
  9. customyielding the following fractions

Sources & evidence

ORD record
ord-357ee7f6cb4148c8856bfb6973738454
Source dataset
uspto-grants-1986_05
Patent number
US04590082

Reaction notes

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