2,3-Butanediol → 4,5-Dimethyl-2-[2-(methylsulfanyl)ethyl]-1,3-dioxolane

HRID 462567Notes

Reaction equation

HRID 462567 reaction equation
[CH2:1]1[CH2:6]CCC[CH2:2]1.C1(C)C=C[C:10]([S:13](O)(=O)=O)=CC=1.[CH3:18][CH:19]([OH:23])[CH:20]([OH:22])[CH3:21].CCCC=S>O>[CH3:21][CH:20]1[CH:19]([CH3:18])[O:23][CH:2]([CH2:1][CH2:6][S:13][CH3:10])[O:22]1

Participants

6

Reactant 4

HCID 2622,3-ButanediolHCID 6101p-Toluenesulfonic acidHCID 8078CyclohexaneHCID 12463483Butanthial

Product 1

HCID 203986694,5-Dimethyl-2-[2-(methylsulfanyl)ethyl]-1,3-dioxolane

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into a 100 ml reaction flask equipped with spin bar, reflux condenser, heating mantle and hot plate with magnetic stirring apparatus is placed 5 ml cyclohexane, 0.2 grams para-toluenesulfonic acid and 3.5 grams (0.04 moles) of 2,3-butanediol. Over a period of 30 minutes, 4.1 grams (0.04 moles) of 3-methylthiopropionaldehyde is added to the reaction mass. The reaction mass is then heated to reflux and refluxed for a period of 7 hours during which water of reaction is removed.

Workup

  1. customInto a 100 ml reaction flask
  2. customequipped with spin bar
  3. temperaturereflux condenser
  4. temperatureheating mantle
  5. temperatureThe reaction mass is then heated
  6. temperatureto reflux
  7. customis removed

Sources & evidence

ORD record
ord-abeaebfde7fb401f90776242ee69e104
Source dataset
uspto-grants-1985_05
Patent number
US04515966

Reaction notes

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