Methanol → Methyl Acetate

HRID 434785Notes

Reaction equation

HRID 434785 reaction equation
[CH3:1][O:2][C:3](=[O:6])[CH2:4][Cl:5].[CH3:7][O-:8].[Na+].[CH3:10][OH:11]>>[CH3:1][O:2][C:3](=[O:6])[CH2:4][C:7]([O:11][CH3:10])=[O:8].[CH3:1][O:2][C:3](=[O:6])[CH3:4].[CH3:1][O:2][C:3](=[O:6])[CH2:4][Cl:5]

Participants

6

Reactant 3

HCID 887Methanol2×HCID 7295Methyl chloroacetateHCID 10942334Sodium Methoxide

Product 3

HCID 6584Methyl AcetateYield 5.5%HCID 7295Methyl chloroacetateHCID 7943Dimethyl malonate

Procedure

As in Example 1, but with 25 g of Co2 (CO)8 and 2.5 l of methanol, at 5.2 at. CO and 60° C., 868 g (8 moles) of chloroacetic acid methyl ester is reacted for 51/2 hours at a pH of approximately 8.0 with 1.67 kilograms of 17.8% sodium methylate (5.5 moles) in methanol. After processing, 660 g of malonic acid dimethyl ester is obtained (yield 91%) plus 22 g of acetic acid methyl ester (yield 5.5%) and about 20 g of high-boiling compounds, and 271 g of chloroacetic acid methyl ester.

Sources & evidence

ORD record
ord-73e5cf2c66204def86e1367d89ad8e2f
Source dataset
uspto-grants-1983_08
Patent number
US04399300

Reaction notes

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