p-Toluenesulfonic acid → HCID 53726020, compound

HRID 256234Notes

Reaction equation

HRID 256234 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][OH:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[SH:11][CH2:12][CH2:13][C:14](O)=[O:15].C1(C)C=CC(S(O)(=O)=O)=CC=1>>[C:1]1([CH2:7][CH2:8][CH2:9][O:10][C:14](=[O:15])[CH2:13][CH2:12][SH:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 65143-Mercaptopropionic AcidHCID 31234Benzenepropanol

Product 1

HCID 53726020HCID 53726020, compound

Procedure

Into a 100 ml reaction flask equipped with reflux condenser, hot plate (with stirring apparatus within) and spin bar are placed 13.6 grams phenylpropyl alcohol; 4.0 grams of 3-mercaptopropionic acid; and 0.1 grams of para-toluene sulphonic acid. The reaction mass is heated to reflux and refluxed for a period of 10 hours with stirring. At the end of the 10 hour period, the reaction mass is cooled to room temperature and fractionally distilled on a micro distillation apparatus yielding the compound having the structure: ##STR70## (as confirmed by GLC, NMR, mass spectral and IR analyses).

Workup

  1. customInto a 100 ml reaction flask
  2. customequipped
  3. temperaturewith reflux condenser
  4. temperatureThe reaction mass is heated
  5. temperatureto reflux
  6. temperaturerefluxed for a period of 10 hours
  7. stirringwith stirring
  8. distillationfractionally distilled on a micro distillation apparatus
  9. customyielding the compound

Sources & evidence

ORD record
ord-bb7c18b001be49bcb72f9486fa28f48b
Source dataset
uspto-grants-1987_10
Patent number
US04701548

Reaction notes

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