p-Toluenesulfonic acid → Isobutyl-4-(Propylthio)Butyrate

HRID 649351

Reaction equation

HRID 649351 reaction equation
[CH3:1][O:2][C:3](=[O:11])[CH2:4][CH2:5][CH2:6][S:7][CH2:8][CH2:9][CH3:10].[CH2:12](O)[CH:13](C)[CH3:14].C1(C)C=CC(S(O)(=O)=O)=CC=1>>[CH2:1]([O:2][C:3](=[O:11])[CH2:4][CH2:5][CH2:6][S:7][CH2:8][CH2:9][CH3:10])[CH:13]([CH3:14])[CH3:12]

Participants

4

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 6560IsobutanolHCID 20143889Methyl-4-(Propylthio)Butyrate

Product 1

HCID 20143891Isobutyl-4-(Propylthio)Butyrate

Procedure

Into a 25 mm micro flask equipped with spin bar, hot plate (having built in magnetic stirrer), reflux condenser and thermometer are placed 5 grams (0.0284 moles) of methyl-4-(propylthio)butyrate; 8.4 grams (0.1136 moles) of isobutanol and 0.05 grams of para-toluene sulfonic acid. The reaction mass is heated to reflux and maintained at reflux with stirring for a period of 14.5 hours. At the end of the refluxing, the reaction mass is cooled and distilled on a micro Vigreux column yielding the following fractions:

Workup

  1. customInto a 25 mm micro flask equipped with spin bar
  2. temperaturehot plate (having built in magnetic stirrer), reflux condenser
  3. temperatureThe reaction mass is heated
  4. temperatureto reflux
  5. temperaturemaintained
  6. temperatureat reflux
  7. temperatureAt the end of the refluxing, the reaction mass is cooled
  8. distillationdistilled on a micro Vigreux column
  9. customyielding the following fractions

Sources & evidence

ORD record
ord-890cc47db4dc40c9b782c98ba057f760
Source dataset
uspto-grants-1988_04
Patent number
US04739105

Linked notes

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