Ethyl chloroacetate → Ethyl chloroacetate

HRID 434787Notes

Reaction equation

HRID 434787 reaction equation
[CH2:1]([O:3][C:4](=[O:7])[CH2:5][Cl:6])[CH3:2].[CH2:8]([O:10][C:11](=[O:13])C)[CH3:9]>C(O)C>[CH2:1]([O:3][C:4](=[O:7])[CH2:5][C:11]([O:10][CH2:8][CH3:9])=[O:13])[CH3:2].[CH2:1]([O:3][C:4](=[O:7])[CH2:5][Cl:6])[CH3:2]

Participants

5

Reactant 2

HCID 7751Ethyl chloroacetateHCID 8857Ethyl Acetate

Product 2

HCID 7751Ethyl chloroacetateHCID 7761Diethyl Malonate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

As described in Example 1, but with 160 g of an 8.85% solution of Co2 (CO)8 in ethanol, 2.7 moles out of 4 moles of chloroacetic acid ethyl ester are reacted at 7.5 at. CO and 55° C. in 51/4 hours. 400 g of malonic acid diethyl ester is obtained (93% yield) and 3.5 g of acetic acid ethyl ester plus 160 g of chloroacetic acid ethyl ester.

Workup

  1. customCO and 55° C.
  2. custom4 hours

Sources & evidence

ORD record
ord-ef3f9cb34c454a6c9e9a87cc72f674fb
Source dataset
uspto-grants-1983_08
Patent number
US04399300

Reaction notes

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