Acetyl chloride → Ethyl 2-(2-chloroethoxy)acetate

HRID 390586Notes

Reaction equation

HRID 390586 reaction equation
[CH2:1]([O:3][CH:4](OCC)[C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH3:2].C([Cl:16])(=O)C>II>[Cl:16][CH2:2][CH2:1][O:3][CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6]

Participants

4

Conditions

Temperature
50 °C

Procedure

20 mL (112 mmol) of ethyl diethoxyacetate, 16 mL (224 mmol) of acetyl chloride and 60 mg (0.2 mmol) of iodine are placed in a round-bottomed flask and heated at 50° C. for 24 hours. The reaction progress is monitored by NMR. The excess acetyl chloride is removed by evaporation under vacuum. 19 g (100%) of ethyl chloroethoxyacetate are obtained in the form of a liquid colored brown by the residual iodine.

Workup

  1. customThe excess acetyl chloride is removed by evaporation under vacuum

Sources & evidence

ORD record
ord-700466baa1424caf9262aea8a2cfc1be
Source dataset
uspto-grants-2013_02
Patent number
US08383652B2

Reaction notes

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