Toluene → HCID 54186849, compound

HRID 484636Notes

Reaction equation

HRID 484636 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[CH3:5][C:6](=[CH:10][CH2:11][CH2:12][CH2:13][CH3:14])[C:7](=[O:9])[CH3:8].[CH2:15]=[CH:16][CH:17]=[CH:18]C.[C:20]1(C)C=CC=CC=1>>[C:7]([C:6]1([CH3:5])[CH2:14][CH2:13][CH2:12][C:11]([CH2:15][CH2:16][CH2:17][CH3:18])=[C:10]1[CH3:20])(=[O:9])[CH3:8]

Participants

5

Reactant 4

HCID 1140Toluene2×HCID 15301Penta-1,3-dieneHCID 6451240Aluminum(III) ChlorideHCID 54413957HCID 54413957, compound

Product 1

HCID 54186849HCID 54186849, compound

Conditions

Temperature
10 °C

Procedure

Into a 1-liter flask equipped with stirrer, thermometer, and reflux condenser is added a mixture of 150 ml anhydrous toluene and 13.4 grams of aluminum chloride. While maintaining the reaction temperature at 10° C. over a period of 10 minutes, 128 grams (0.91 moles) of 3-methyl-oct-3-ene-2-one is added to the reaction mass. Over a period of 1 hour, 250 grams (1.47 moles) of a 40% solution of piperylene in toluene is added to the reaction mass while maintaining the reaction mass at 10° C. The reaction mass is stirred at a temperature of about 10° C. for a period of 2 hours. The reaction mass is then distilled on a spinning band column yielding the following fractions:

Workup

  1. customInto a 1-liter flask equipped with stirrer
  2. temperaturethermometer, and reflux condenser
  3. additionis added
  4. temperaturewhile maintaining the reaction mass at 10° C
  5. distillationThe reaction mass is then distilled on a spinning band column
  6. customyielding the following fractions

Sources & evidence

ORD record
ord-2a4f0699ee4649f2ab82b1d5c4d85ab4
Source dataset
uspto-grants-1985_08
Patent number
US04533492

Reaction notes

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