Acetic Acid → Methyl Acetate

HRID 982552Notes

Reaction equation

HRID 982552 reaction equation
CI.[Al].C(O)=O.[C:7]([O:10][CH3:11])(=[O:9])[CH3:8].[C]=O.C(O)(=O)C>O.O.O.[Rh](Cl)(Cl)Cl>[CH:7]([O:10][CH3:11])=[O:9].[C:7]([O:10][CH3:11])(=[O:9])[CH3:8]

Participants

9

Reactant 6

HCID 176Acetic AcidHCID 284Formic AcidHCID 6328Methyl iodideHCID 6584Methyl AcetateHCID 5359268AluminumHCID 178418416HCID 178418416, compound

Product 2

HCID 6584Methyl AcetateHCID 7865Methyl formate

Reagents, catalysts & solvents 1

HCID 11459718Rhodium chloride trihydrateCatalyst

Procedure

0.34 g of rhodium chloride trihydrate, 4.9 ml of methyl iodide, 0.6 g of aluminum powder, 27 g (587 mmol) of formic acid and 41 g (553 mmol) of methyl acetate were fed into the same autoclave as the one used in Example 1, followed by pressurizing by carbon monoxide to 20 kg/cm2 in the same manner as described in Example 2. The reaction was carried out at 170° C. for 30 minutes. 31 mmol of methyl formate, 72 mmol of methyl acetate and 931 mmol of acetic acid were produced. This means that 81.4 molar % of the amount of the methyl ester moiety contained in the raw material was converted into an acetyl group, corresponding to an acetylation rate of 13.0 mol/l.hr.

Sources & evidence

ORD record
ord-2aaa2ea8fc8b4295b48548847f5246f8
Source dataset
uspto-grants-1991_02
Patent number
US04996357

Reaction notes

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