4-forMyloxyMethyl-5-Methyl- 1,3-dioxolene-2-one synthesis

5synthesis methods

Product Name:4-forMyloxyMethyl-5-Methyl- 1,3-dioxolene-2-one
CAS Number:91526-17-9
Molecular formula:C6H6O5
Molecular Weight:158.11

64-18-6 Synthesis

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4-forMyloxyMethyl-5-Methyl- 1,3-dioxolene-2-one

91526-17-9
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Yield:91526-17-9 82%

Reaction Conditions:

with trimethylamine in acetonitrile at 20; for 1 h;

Steps:

3 Preparation of 4-formyloxymethyl-5-methyl-1,3-dioxolen-2-one (158.11 g/mol, CAS number: 91526-17-9)

4-Bromomethyl-5-methyl-1,3-dioxolen-2-one (11.8 g) from example 2 is dissolved in a solution of trimethylamine (36 g), formic acid (11.4 g) and acetonitrile (250 mL), and then kept stirring for 1 hour at room temperature.
The acetonitrile is evaporated off under reduced pressure, the residue is dissolved in water and extracted with ethyl acetate.
The organic phase is washed with water and brine, dried over sodium sulfate and concentrated under reduced pressure.
A light brown liquid is obtained (82% yield).
¹H NMR (CDCl₃, 400 MHz, 298 K) δ (ppm): 2.30 (s, 3H, O-C(O)-O-C(CH₃)=C-CH₂-O-CH=O), 4.79 (s, 2H, O-C(O)-O-C(CH₃)=C-CH₂-O-CH=O), 9.50 (s, 1 H, O-C(O)-O-C(CH₃)=C-CH₂-O-CH=O);
¹³C NMR (100 MHz, CDCl₃, 293 K) δ (ppm): 10.5 (O-C(O)-O-C(CH₃)=C-CH₂-O-CH=O), 62.8 (O-C(O)-O-C(CH₃)=C-CH₂-O-CH=O), 144.3 (O-C(O)-O-C(CH₃)=C-CH₂-O-CH=O), 155.7 (O-C(O)-O-C(CH₃)=C-CH₂-O-CH=O), 153.0 (O-C(O)-O-C(CH₃)=C-CH₂-O-CH=O), 161.1 (O-C(O)-O-C(CH₃)=C-CH₂-O-CH=O).