Dimethylformamide → Ethyl 3-(2-chloro-ethoxy)-propionate

Reaction equation

O[CH2:2][CH2:3][O:4][CH2:5][CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8].S(Cl)([Cl:14])=O.CN(C=O)C>>[Cl:14][CH2:2][CH2:3][O:4][CH2:5][CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8]

Participants

Reactant 3

HCID 6228Dimethylformamide

HCID 24386Thionyl Chloride

HCID 22394031Ethyl 3-(2-hydroxyethoxy)propanoate

Product 1

HCID 85848654Ethyl 3-(2-chloro-ethoxy)-propionate

Procedure

2.26 g (13.9 mmol) ethyl 3-(2-hydroxy-ethoxy)-propionate are suspended in 5 ml (68.5 mmol) thionyl chloride and 20 μl (0.27 mmol) DMF are added. The reaction mixture is refluxed for 4 hours and then evaporated down i. vac. The product is further reacted without any more purification.