Toluene → HCID 54006026, compound

HRID 845188Notes

Reaction equation

HRID 845188 reaction equation
[CH:1]([OH:4])([CH3:3])C.[CH3:5][CH:6]([O-])C.CC([O-])C.CC([O-])C.[Al+3].[C:18]1(C)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[OH-].[Na+]>O>[CH:5](=[C:3]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[CH2:1][OH:4])[CH3:6]

Participants

6

Reactant 4

HCID 1140TolueneHCID 3776IsopropanolHCID 11143Aluminum isopropoxideHCID 14798Sodium Hydroxide

Product 1

HCID 54006026HCID 54006026, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

Into a 3 liter reaction vessel equipped with stirrer, reflux condenser, thermometer and heating mantle are placed 2000 grams of isopropyl alcohol and 75 grams of aluminum triisopropylate. The resulting mixture is heated to reflux and while refluxing, over a period of 1.5 hours, 500 grams of the aldehyde having the structure: ##STR72## is added slowly to the reaction mass. At the end of the feed period of the aldehyde, solvent is commenced to be stripped at the ratio of 3:1 to a pot temperature of 130° C. The stripping takes place over a period of 5.5 hours. At the end of the 5.5 hour period, the reaction mass is cooled to 80° C. and 500 ml toluene and 150 grams of 50% aqueous sodium hydroxide and 150 grams of water is added to the reaction mass. The reaction mass is refluxed for a period of one hour and then cooled to room temperature.

Workup

  1. customInto a 3 liter reaction vessel
  2. customequipped with stirrer
  3. temperaturereflux condenser
  4. temperaturethermometer and heating mantle
  5. temperatureThe resulting mixture is heated
  6. temperatureto reflux
  7. temperaturewhile refluxing, over a period of 1.5 hours
  8. customto be stripped at the ratio of 3:1 to a pot temperature of 130° C
  9. customof 5.5 hours
  10. temperatureThe reaction mass is refluxed for a period of one hour
  11. temperaturecooled to room temperature

Sources & evidence

ORD record
ord-101b0e14145940d5aba2497e672a22e7
Source dataset
uspto-grants-1988_07
Patent number
US04756840

Reaction notes

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