Phosphorus pentachloride → Ethyl 3-(chlorosulfonyl)propanoate
Reaction equation
[C:1]([CH2:6][CH2:7][S:8]([O-:11])(=O)=[O:9])([O:3][CH2:4][CH3:5])=[O:2].[Na+].P(Cl)(Cl)(Cl)(Cl)[Cl:14]>C(Cl)(Cl)Cl>[C:1]([CH2:6][CH2:7][S:8]([Cl:14])(=[O:11])=[O:9])([O:3][CH2:4][CH3:5])=[O:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred mixture of 90.5 g (0.44 moles) sodium 2-carboethoxyethyl sulfonate (the product of Example 26) in 300 ml chloroform, 92 g (0.44 moles) phosphorus pentachloride was added in small portions, maintaining the temperature of the reaction mixture below 40° C. during the addition. The reaction mixture was refluxed for about 6 hours, and then filtered. Nitrogen was bubbled through the solution to remove excess hydrogen chloride gas. Stripping of the solvent gave 28.4 g of the above-identified product.