Acetone → HCID 68839570, compound

HRID 1725328Notes

Reaction equation

HRID 1725328 reaction equation
[C:1]1([CH2:7][CH2:8][CH:9]([OH:15])[C:10]([CH3:14])=[CH:11][CH2:12][CH3:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CC(C)[O-].[Al+3].CC(C)[O-].CC(C)[O-].CC(C)=O>C1(C)C=CC=CC=1>[C:1]1([CH2:7][CH2:8][C:9](=[O:15])[C:10]([CH3:14])=[CH:11][CH2:12][CH3:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 180AcetoneHCID 11143Aluminum isopropoxideHCID 68840453HCID 68840453, compound

Product 1

HCID 68839570HCID 68839570, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
85 °C

Procedure

To a dry 2 liter multi-neck round bottom flask fitted with an air stirrer, nitrogen inlet condenser and an addition funnel 168 g of 65% 1-Phenyl-4-Methyl-4-Hepten-3-ol, 51 g of 98% Aluminum Isopropoxide, (obtained from the Acros Organics) and 200 g of Acetone and 200 g of Toluene were added and stirred. The reaction mixture was slowly heated at reflux to 85° C. The samples were collected every our when the temperature of the reaction mixture was between 70° C. and 80° C. The NMR spectrum of the 1-Phenyl-4-Methyl-4-Hepten-3-one is as follows: 1.0 ppm (t, 3H); 1.8 ppm (s, 3H); 2.2 ppm (m, 2H); 2.9-3.0 ppm (m, 2H); 6.6 ppm (t, 1H) 7.2 ppm (m, 3H); 7.28 ppm (s,1H), 7.3 ppm (s, 1H).

Workup

  1. additionwere added
  2. temperatureThe reaction mixture was slowly heated
  3. customThe samples were collected every our when the temperature of the reaction mixture
  4. customwas between 70° C. and 80° C

Sources & evidence

ORD record
ord-e850070691bd4eecb547a31753b0cfed
Source dataset
uspto-grants-2009_02
Patent number
US07491684B2

Reaction notes

Loading…