Allyl acetate → Methyl Acetate

HRID 1657537Notes

Reaction equation

HRID 1657537 reaction equation
[C:1]([O:4][CH2:5][CH:6]=[CH2:7])(=[O:3])[CH3:2]>CO>[CH2:5]([OH:4])[CH:6]=[CH2:7].[C:1]([O:4][CH3:5])(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 11584Allyl acetate2×

Product 2

HCID 6584Methyl AcetateYield 92%HCID 7858Allyl AlcoholYield 91%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

The tube described above was charged with 152 g. of magnesia catalyst (Harshaw Mg 0601 T, 1/8 in. extruded pellets). After pretreatment with methanol vapor at 200°-220°C. the tube was maintained at that temperature range while a mixture of 50 g. of allyl acetate and 150 g. of methanol was passed through over 1.5 hours. Quantitative glpc analysis of the effluent showed the presence of 9.1 g. of unconverted allyl acetate (18% recovery), 21.7 g of allyl alcohol (91% yield based on 82% conversion), 27.9 g of methyl acetate (92% yield) and the excess methanol. The allyl alcohol could be readily isolated by distillation.

Workup

  1. additionabove was charged with 152 g
  2. customwas passed through over 1.5 hours

Sources & evidence

ORD record
ord-9a0567dac02a4dbe9d1c7021adb6d868
Source dataset
uspto-grants-1976_06
Patent number
US03960971

Reaction notes

Loading…