Thioglycolic Acid → Cycloheptyl mercaptoacetate

HRID 280499Notes

Reaction equation

HRID 280499 reaction equation
[CH:1]1([OH:8])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[SH:9][CH2:10][C:11](O)=[O:12].C1(C)C=CC(S(O)(=O)=O)=CC=1>>[SH:9][CH2:10][C:11]([O:8][CH:1]1[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:12]

Participants

4

Reactant 3

HCID 1133Thioglycolic AcidHCID 6101p-Toluenesulfonic acidHCID 10399Cycloheptanol

Product 1

HCID 20212363Cycloheptyl mercaptoacetate

Procedure

Into a 100 ml reaction flask equipped with stirrer, thermometer, reflux condenser and heating mantle are placed 28.5 grams of cycloheptanol; 9.2 grams of mercaptoacetic acid and 0.5 grams of paratoluene sulfonic acid. The reaction mass is heated to reflux and refluxed for a period of 10 hours. At the end of the 10 hour period, the reaction mass is washed with one 25 ml volume of water followed by drying over anhydrous sodium sulfate. The reaction mass is then distilled in a micro distillation apparatus yielding the compound having the structure ##STR115##

Workup

  1. customInto a 100 ml reaction flask
  2. customequipped with stirrer
  3. temperaturethermometer, reflux condenser
  4. temperatureheating mantle
  5. temperatureThe reaction mass is heated
  6. temperatureto reflux
  7. temperaturerefluxed for a period of 10 hours
  8. washAt the end of the 10 hour period, the reaction mass is washed with one 25 ml volume of water
  9. dry with materialby drying over anhydrous sodium sulfate
  10. distillationThe reaction mass is then distilled in a micro distillation apparatus
  11. customyielding the compound

Sources & evidence

ORD record
ord-4b5ee51fd60640be998569788898ac8a
Source dataset
uspto-grants-1986_05
Patent number
US04590082

Reaction notes

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