Acetic Acid → Benzyl acetate
Reaction equation
[C:1]([OH:4])(=[O:3])[CH3:2].CC([O-])=O.[K+].[C:10]1([CH3:16])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>[Pd]>[C:1]([O:4][CH2:16][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(=[O:3])[CH3:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
A one-liter flask is charged with 450 grams of acetic acid, 92 grams of toluene and a catalyst mixture containing 34.1 grams of 5 wt. % palladium on charcoal, 100 grams of KOAc and 14 grams of stannous acetate. While the flask containing the reaction mixture is constantly stirred at about 100° C., air is continuously blown through the reaction mixture at a rate of about 0.5 liter/min. measured at 25° C. and 760 mm Hg for about 9 hours. Gas chromatographic (G.C.) analysis of the reaction mixture shows that about 80 mol % of toluene is converted to form approximately 91.5 mol % of benzyl acetate, 7.5 mol % of benzyl aldehyde and 1 mol % of benzyl diacetate.
Workup
- additionWhile the flask containing the reaction mixture
- custommeasured at 25° C.
Sources & evidence
- ORD record
- ord-edeece110a5c4542b6777848ecf1b3b5
- Source dataset
- uspto-grants-1982_09
- Patent number
- US04350825
Reaction notes
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