ChemicalBook CAS DataBase List Ethyl 2-chloroethoxyl acetic acid

Ethyl 2-chloroethoxyl acetic acid synthesis

5synthesis methods

Product Name:Ethyl 2-chloroethoxyl acetic acid
CAS Number:17229-14-0
Molecular formula:C6H11ClO3
Molecular Weight:166.6

105-36-2 Synthesis

105-36-2
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$5.00/5G

107-07-3
3 suppliers
$21.53/50ml

17229-14-0
150 suppliers
$25.00/10g

Yield:17229-14-0 60% w/w

Reaction Conditions:

in N-methyl-acetamide;toluene;mineral oil;

Steps:

1 Ethyl 2-chloroethoxyacetate

PREPARATION 1 Ethyl 2-chloroethoxyacetate A suspension of 25.0 g of sodium hydride (as a 60% w/w suspension in mineral oil) in 100 ml of dimethylformamide was added dropwise to a solution of 50 g of 2-chloroethanol and 104 g of ethyl bromoacetate in 350 ml of dimethylformamide at between -45° C. and -40 C., and the mixture was stirred at the same temperature for 1 hour, at between -30° C. and -25° C. for 2 hours, at -5° C.-5° C. for 1 hour and then at room temperature for 2 hours. At the end of this time, it was concentrated by evaporation under reduced pressure, and 1000 ml of toluene were added to the residue. The solution was then washed with water, and the solvent was removed by evaporation under reduced pressure. Distillation gave 77.6 g (yield 75%) of the title compound, boiling at 57°-58° C./2.5 mmHg (333 Pa). Nuclear Magnetic Resonance Spectrum (CDCl³), δ ppm: 1.30 (3H, triplet, J=7.0 Hz); 3.70 (2H, triplet, J=4.5 Hz); 3.84 (2H, triplet, J=4.5 Hz); 4.15 (2H, singlet); 4.22 (2H, quartet, J=7.0 Hz);

References:

US5362725,1994,A

64-17-5 Synthesis