Acetic Acid → Benzyl acetate

HRID 1703064Notes

Reaction equation

HRID 1703064 reaction equation
[C:1]([OH:4])(=[O:3])[CH3:2].O.[C:6]1([CH3:12])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>[Pd]>[C:1]([O:4][CH2:12][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 962WaterHCID 1140Toluene2×

Product 1

HCID 8785Benzyl acetate

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst2×

Procedure

A mixture of 70.7 wt. % acetic acid, 23.2 wt. % toluene and 6.1 wt. % water was first, at the rate of 0.198 gm./min., vaporized and then fed into a 3/8" I.D. stainless-steel tubular reactor packed with about 4.7 gm. of palladium on alumina support, at 160°-170° C. and about 30 psig. The palladium content contained in the supported catalyst was about 2% by weight. After about two hours of continuously running the reaction, the gaseous reaction product was directly sent to an on-line G.C. analyzer. The G.C. analysis showed that about 15% of toluene was converted; and that no product other than benzyl acetate was formed from the vapor phase reaction. A check based on the feed/product material balance indicated that the yield of benzyl acetate was over 90 mole % of toluene reacted.

Workup

  1. customat 160°-170° C.
  2. customthe reaction

Sources & evidence

ORD record
ord-57afbbebac13498da4f1afac79eab392
Source dataset
uspto-grants-1982_09
Patent number
US04350825

Reaction notes

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